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<header> <nav aria-label="Breadcrumb"> <p><a href="/Sandboxes/johnnyphung/chem101/01:_Chapter_Notes/Chap_10#">Chemistry 101: General Chemistry I</a> > <a href="/Sandboxes/johnnyphung/chem101/01:_Chapter_Notes/Chap_10#">Chapter Notes</a></p> </nav> <h1>Chap 10</h1> </header> <main role="main"> <div id="preview" class="preview scrollEditor"> <div id="container-ruller"></div> <div id="preview-content"> <h2 type="section" data-unnumbered="true" id="molecular-shapes" class="section-title"> MOLECULAR SHAPES</h2> <ul> <li>Properties of molecular substances depend on the structure of the molecule. The structure includes many factors:</li> <li>The skeletal arrangement of the atoms</li> <li>The kind of bonding between the atoms (ionic, polar covalent, or nonpolar covalent)</li> <li>The shape of the molecule</li> <li>Bonding theory allows us to predict the shapes of molecules. Molecules are threedimensional objects. We often describe the shape of a molecule with terms that relate to geometric figures.</li> <li>These geometric figures have characteristic "corners" that indicate the positions of the surrounding atoms around a central atom in the center of the geometric figure. The geometric figures also have characteristic angles that we call bond angles.</li> <li>Lewis theory predicts regions of electrons in an atom. Some regions result from placing shared pairs of valence electrons between bonding nuclei. Other regions result from placing unshared valence electrons on a single nuclei.</li> <li>Lewis theory states that these regions of electron groups should repel each other, because they are regions of negative charge. This idea can then be extended to predict the shapes of the molecules.</li> <li>The position of atoms surrounding a central atom will be determined by where the bonding electron groups are. The positions of the electron groups will be determined by trying to minimize repulsions between them.<br /> <figure style="text-align: center"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-01.jpg?height=444&width=495&top_left_y=1692&top_left_x=844" alt="" data-align="center" /></figure></li> </ul> <h2 type="section" data-unnumbered="true" id="vsepr-theory" class="section-title"> VSEPR THEORY</h2> <ul> <li>Electron groups around the central atom will be most stable when they are as far apart as possible. We call this valence shell electron pair repulsion (VSEPR) theory.</li> <li>Because electrons are negatively charged, they should be most stable when they are separated as much as possible. The resulting geometric arrangement will allow us to predict the shapes and bond angles in the molecule.</li> <li>The Lewis structure predicts the number of valence electron pairs around the central atom(s). Each lone pair of electrons constitutes one electron group on a central atom. Each bond constitutes one electron group on a central atom, regardless of whether it is single, double, or triple.<br /> <figure style="text-align: center"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-02.jpg?height=106&width=331&top_left_y=958&top_left_x=999" alt="" data-align="center" /></figure></li> <li>Based on VSEPR, there are five basic electron-pair geometries. The actual geometry of the molecule might be different from these if one or more of the electron pairs are lone pairs. The 3 electron-pair geometries discussed earlier are listed below.</li> </ul> <div class="table_tabular" style="text-align: center"> <div class="inline-tabular"><table class="tabular"> <tbody> <tr style="border-top: none !important; border-bottom: none !important;"> <td style="text-align: left; border-left-style: solid !important; border-left-width: 1px !important; border-right-style: solid !important; border-right-width: 1px !important; border-bottom-style: solid !important; border-bottom-width: 1px !important; border-top-style: solid !important; border-top-width: 1px !important; width: auto; vertical-align: middle; ">Number of electron-pairs on central atom</td> <td style="text-align: left; border-right-style: solid !important; border-right-width: 1px !important; border-bottom-style: solid !important; border-bottom-width: 1px !important; border-top-style: solid !important; border-top-width: 1px !important; width: auto; vertical-align: middle; ">Arrangement of electron-pairs</td> <td style="text-align: left; border-right-style: solid !important; border-right-width: 1px !important; border-bottom-style: solid !important; border-bottom-width: 1px !important; border-top-style: solid !important; border-top-width: 1px !important; width: auto; vertical-align: middle; ">Electron-pair Geometry</td> </tr> <tr style="border-top: none !important; border-bottom: none !important;"> <td style="text-align: left; border-left-style: solid !important; border-left-width: 1px !important; border-right-style: solid !important; border-right-width: 1px !important; border-bottom-style: solid !important; border-bottom-width: 1px !important; border-top: none !important; width: auto; vertical-align: middle; ">2</td> <td style="text-align: left; border-right-style: solid !important; border-right-width: 1px !important; border-bottom-style: solid !important; border-bottom-width: 1px !important; border-top: none !important; width: auto; vertical-align: middle; "><figure style="text-align: center"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-02.jpg?height=124&width=337&top_left_y=1476&top_left_x=1013" alt="" data-align="center" /></figure></td> <td style="text-align: left; border-right-style: solid !important; border-right-width: 1px !important; border-bottom-style: solid !important; border-bottom-width: 1px !important; border-top: none !important; width: auto; vertical-align: middle; ">Linear</td> </tr> <tr style="border-top: none !important; border-bottom: none !important;"> <td style="text-align: left; border-left-style: solid !important; border-left-width: 1px !important; border-right-style: solid !important; border-right-width: 1px !important; border-bottom-style: solid !important; border-bottom-width: 1px !important; border-top: none !important; width: auto; vertical-align: middle; ">3</td> <td style="text-align: left; border-right-style: solid !important; border-right-width: 1px !important; border-bottom-style: solid !important; border-bottom-width: 1px !important; border-top: none !important; width: auto; vertical-align: middle; "><figure style="text-align: center"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-02.jpg?height=249&width=274&top_left_y=1656&top_left_x=1051" alt="" data-align="center" /></figure></td> <td style="text-align: left; border-right-style: solid !important; border-right-width: 1px !important; border-bottom-style: solid !important; border-bottom-width: 1px !important; border-top: none !important; width: auto; vertical-align: middle; ">Trigonal Planar</td> </tr> <tr style="border-top: none !important; border-bottom: none !important;"> <td style="text-align: left; border-left-style: solid !important; border-left-width: 1px !important; border-right-style: solid !important; border-right-width: 1px !important; border-bottom-style: solid !important; border-bottom-width: 1px !important; border-top: none !important; width: auto; vertical-align: middle; ">4</td> <td style="text-align: left; border-right-style: solid !important; border-right-width: 1px !important; border-bottom-style: solid !important; border-bottom-width: 1px !important; border-top: none !important; width: auto; vertical-align: middle; "><figure style="text-align: center"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-02.jpg?height=299&width=331&top_left_y=1923&top_left_x=1051" alt="" data-align="center" /></figure></td> <td style="text-align: left; border-right-style: solid !important; border-right-width: 1px !important; border-bottom-style: solid !important; border-bottom-width: 1px !important; border-top: none !important; width: auto; vertical-align: middle; ">Tetrahedral</td> </tr> </tbody> </table> </div></div> <ul> <li>Note that the bond angles listed above are idealized bond angles-where all electron pair groups are the same. The actual bond angles differ slightly from these when the electronpair groups are not the same.</li> </ul> <h2 type="section" data-unnumbered="true" id="geometries-with-five-%5C%26-six-electron-pair-groups" class="section-title"> GEOMETRIES WITH FIVE & SIX ELECTRON-PAIR GROUPS</h2> <ul> <li>When there are five electron groups around the central atom, they will occupy positions in the shape of two tetrahedra that are base to base with the central atom in the center of the shared bases. This results in the electron groups taking a trigonal bipyramidal geometry.<br /> <figure style="text-align: center"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-03.jpg?height=594&width=1352&top_left_y=605&top_left_x=466" alt="" data-align="center" /></figure></li> <li>The positions above and below the central atom are called the axial positions. The positions in the same base plane as the central atom are called the equatorial positions. The bond angle between equatorial positions is <span class="math-inline "> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.05ex;" width="4.381ex" height="1.649ex" role="img" focusable="false" viewbox="0 -707 1936.6 729"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="msup"><g data-mml-node="mn"><path data-c="31" d="M213 578L200 573Q186 568 160 563T102 556H83V602H102Q149 604 189 617T245 641T273 663Q275 666 285 666Q294 666 302 660V361L303 61Q310 54 315 52T339 48T401 46H427V0H416Q395 3 257 3Q121 3 100 0H88V46H114Q136 46 152 46T177 47T193 50T201 52T207 57T213 61V578Z"></path><path data-c="32" d="M109 429Q82 429 66 447T50 491Q50 562 103 614T235 666Q326 666 387 610T449 465Q449 422 429 383T381 315T301 241Q265 210 201 149L142 93L218 92Q375 92 385 97Q392 99 409 186V189H449V186Q448 183 436 95T421 3V0H50V19V31Q50 38 56 46T86 81Q115 113 136 137Q145 147 170 174T204 211T233 244T261 278T284 308T305 340T320 369T333 401T340 431T343 464Q343 527 309 573T212 619Q179 619 154 602T119 569T109 550Q109 549 114 549Q132 549 151 535T170 489Q170 464 154 447T109 429Z" transform="translate(500,0)"></path><path data-c="30" d="M96 585Q152 666 249 666Q297 666 345 640T423 548Q460 465 460 320Q460 165 417 83Q397 41 362 16T301 -15T250 -22Q224 -22 198 -16T137 16T82 83Q39 165 39 320Q39 494 96 585ZM321 597Q291 629 250 629Q208 629 178 597Q153 571 145 525T137 333Q137 175 145 125T181 46Q209 16 250 16Q290 16 318 46Q347 76 354 130T362 333Q362 478 354 524T321 597Z" transform="translate(1000,0)"></path></g><g data-mml-node="TeXAtom" transform="translate(1533,393.1) scale(0.707)" data-mjx-texclass="ORD"><g data-mml-node="mo"><path data-c="2218" d="M55 251Q55 328 112 386T249 444T386 388T444 249Q444 171 388 113T250 55Q170 55 113 112T55 251ZM245 403Q188 403 142 361T96 250Q96 183 141 140T250 96Q284 96 313 109T354 135T375 160Q403 197 403 250Q403 313 360 358T245 403Z"></path></g></g></g></g></g></svg></mjx-container></span>. The bond angle between axial and equatorial positions is <span class="math-inline "> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.05ex;" width="3.25ex" height="1.649ex" role="img" focusable="false" viewbox="0 -707 1436.6 729"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="msup"><g data-mml-node="mn"><path data-c="39" d="M352 287Q304 211 232 211Q154 211 104 270T44 396Q42 412 42 436V444Q42 537 111 606Q171 666 243 666Q245 666 249 666T257 665H261Q273 665 286 663T323 651T370 619T413 560Q456 472 456 334Q456 194 396 97Q361 41 312 10T208 -22Q147 -22 108 7T68 93T121 149Q143 149 158 135T173 96Q173 78 164 65T148 49T135 44L131 43Q131 41 138 37T164 27T206 22H212Q272 22 313 86Q352 142 352 280V287ZM244 248Q292 248 321 297T351 430Q351 508 343 542Q341 552 337 562T323 588T293 615T246 625Q208 625 181 598Q160 576 154 546T147 441Q147 358 152 329T172 282Q197 248 244 248Z"></path><path data-c="30" d="M96 585Q152 666 249 666Q297 666 345 640T423 548Q460 465 460 320Q460 165 417 83Q397 41 362 16T301 -15T250 -22Q224 -22 198 -16T137 16T82 83Q39 165 39 320Q39 494 96 585ZM321 597Q291 629 250 629Q208 629 178 597Q153 571 145 525T137 333Q137 175 145 125T181 46Q209 16 250 16Q290 16 318 46Q347 76 354 130T362 333Q362 478 354 524T321 597Z" transform="translate(500,0)"></path></g><g data-mml-node="TeXAtom" transform="translate(1033,393.1) scale(0.707)" data-mjx-texclass="ORD"><g data-mml-node="mo"><path data-c="2218" d="M55 251Q55 328 112 386T249 444T386 388T444 249Q444 171 388 113T250 55Q170 55 113 112T55 251ZM245 403Q188 403 142 361T96 250Q96 183 141 140T250 96Q284 96 313 109T354 135T375 160Q403 197 403 250Q403 313 360 358T245 403Z"></path></g></g></g></g></g></svg></mjx-container></span>.</li> <li>When there are six electron groups around the central atom, they will occupy positions in the shape of two square-base pyramids that are base-to-base with the central atom in the center of the shared bases. This results in the electron groups taking an octahedral geometry. This shape is called octahedral because the geometric figure has eight sides.<br /> <figure style="text-align: center"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-03.jpg?height=508&width=815&top_left_y=1723&top_left_x=507" alt="" data-align="center" /></figure><br /> <figure style="text-align: center"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-03.jpg?height=471&width=418&top_left_y=1723&top_left_x=1499" alt="" data-align="center" /></figure></li> <li>All positions are equivalent with bond angle of <span class="math-inline "> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.05ex;" width="3.25ex" height="1.649ex" role="img" focusable="false" viewbox="0 -707 1436.6 729"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="msup"><g data-mml-node="mn"><path data-c="39" d="M352 287Q304 211 232 211Q154 211 104 270T44 396Q42 412 42 436V444Q42 537 111 606Q171 666 243 666Q245 666 249 666T257 665H261Q273 665 286 663T323 651T370 619T413 560Q456 472 456 334Q456 194 396 97Q361 41 312 10T208 -22Q147 -22 108 7T68 93T121 149Q143 149 158 135T173 96Q173 78 164 65T148 49T135 44L131 43Q131 41 138 37T164 27T206 22H212Q272 22 313 86Q352 142 352 280V287ZM244 248Q292 248 321 297T351 430Q351 508 343 542Q341 552 337 562T323 588T293 615T246 625Q208 625 181 598Q160 576 154 546T147 441Q147 358 152 329T172 282Q197 248 244 248Z"></path><path data-c="30" d="M96 585Q152 666 249 666Q297 666 345 640T423 548Q460 465 460 320Q460 165 417 83Q397 41 362 16T301 -15T250 -22Q224 -22 198 -16T137 16T82 83Q39 165 39 320Q39 494 96 585ZM321 597Q291 629 250 629Q208 629 178 597Q153 571 145 525T137 333Q137 175 145 125T181 46Q209 16 250 16Q290 16 318 46Q347 76 354 130T362 333Q362 478 354 524T321 597Z" transform="translate(500,0)"></path></g><g data-mml-node="TeXAtom" transform="translate(1033,393.1) scale(0.707)" data-mjx-texclass="ORD"><g data-mml-node="mo"><path data-c="2218" d="M55 251Q55 328 112 386T249 444T386 388T444 249Q444 171 388 113T250 55Q170 55 113 112T55 251ZM245 403Q188 403 142 361T96 250Q96 183 141 140T250 96Q284 96 313 109T354 135T375 160Q403 197 403 250Q403 313 360 358T245 403Z"></path></g></g></g></g></g></svg></mjx-container></span>.</li> </ul> <h2 type="section" data-unnumbered="true" id="molecular-geometry" class="section-title"> MOLECULAR GEOMETRY</h2> <ul> <li>The actual geometry of the molecule may be different from the electron geometry. When the electron groups are attached to atoms of different size, or when the bonding to one atom is different than the bonding to another, this will affect the molecular geometry around the central atom.</li> <li>For example, consider the formaldehyde molecule <span class="math-inline "> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.566ex;" width="7.838ex" height="2.262ex" role="img" focusable="false" viewbox="0 -750 3464.6 1000"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="mrow"><g data-mml-node="mo"><path data-c="28" d="M94 250Q94 319 104 381T127 488T164 576T202 643T244 695T277 729T302 750H315H319Q333 750 333 741Q333 738 316 720T275 667T226 581T184 443T167 250T184 58T225 -81T274 -167T316 -220T333 -241Q333 -250 318 -250H315H302L274 -226Q180 -141 137 -14T94 250Z"></path></g><g data-mml-node="msub" transform="translate(389,0)"><g data-mml-node="TeXAtom" data-mjx-texclass="ORD"><g data-mml-node="mi"><path data-c="48" d="M128 622Q121 629 117 631T101 634T58 637H25V683H36Q57 680 180 680Q315 680 324 683H335V637H302Q262 636 251 634T233 622L232 500V378H517V622Q510 629 506 631T490 634T447 637H414V683H425Q446 680 569 680Q704 680 713 683H724V637H691Q651 636 640 634T622 622V61Q628 51 639 49T691 46H724V0H713Q692 3 569 3Q434 3 425 0H414V46H447Q489 47 498 49T517 61V332H232V197L233 61Q239 51 250 49T302 46H335V0H324Q303 3 180 3Q45 3 36 0H25V46H58Q100 47 109 49T128 61V622Z"></path></g></g><g data-mml-node="TeXAtom" transform="translate(783,-150) scale(0.707)" data-mjx-texclass="ORD"><g data-mml-node="mn"><path data-c="32" d="M109 429Q82 429 66 447T50 491Q50 562 103 614T235 666Q326 666 387 610T449 465Q449 422 429 383T381 315T301 241Q265 210 201 149L142 93L218 92Q375 92 385 97Q392 99 409 186V189H449V186Q448 183 436 95T421 3V0H50V19V31Q50 38 56 46T86 81Q115 113 136 137Q145 147 170 174T204 211T233 244T261 278T284 308T305 340T320 369T333 401T340 431T343 464Q343 527 309 573T212 619Q179 619 154 602T119 569T109 550Q109 549 114 549Q132 549 151 535T170 489Q170 464 154 447T109 429Z"></path></g></g></g><g data-mml-node="TeXAtom" data-mjx-texclass="ORD" transform="translate(1575.6,0)"><g data-mml-node="mi"><path data-c="43" d="M56 342Q56 428 89 500T174 615T283 681T391 705Q394 705 400 705T408 704Q499 704 569 636L582 624L612 663Q639 700 643 704Q644 704 647 704T653 705H657Q660 705 666 699V419L660 413H626Q620 419 619 430Q610 512 571 572T476 651Q457 658 426 658Q322 658 252 588Q173 509 173 342Q173 221 211 151Q232 111 263 84T328 45T384 29T428 24Q517 24 571 93T626 244Q626 251 632 257H660L666 251V236Q661 133 590 56T403 -21Q262 -21 159 83T56 342Z"></path><path data-c="4F" d="M56 340Q56 423 86 494T164 610T270 680T388 705Q521 705 621 601T722 341Q722 260 693 191T617 75T510 4T388 -22T267 3T160 74T85 189T56 340ZM467 647Q426 665 388 665Q360 665 331 654T269 620T213 549T179 439Q174 411 174 354Q174 144 277 61Q327 20 385 20H389H391Q474 20 537 99Q603 188 603 354Q603 411 598 439Q577 592 467 647Z" transform="translate(722,0)"></path></g></g><g data-mml-node="mo" transform="translate(3075.6,0)"><path data-c="29" d="M60 749L64 750Q69 750 74 750H86L114 726Q208 641 251 514T294 250Q294 182 284 119T261 12T224 -76T186 -143T145 -194T113 -227T90 -246Q87 -249 86 -250H74Q66 -250 63 -250T58 -247T55 -238Q56 -237 66 -225Q221 -64 221 250T66 725Q56 737 55 738Q55 746 60 749Z"></path></g></g></g></g></svg></mjx-container></span>, shown below. Because the bonds and atom sizes are not identical in formaldehyde, the observed angles are slightly different from ideal angle ( <span class="math-inline "> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.05ex;" width="4.381ex" height="1.649ex" role="img" focusable="false" viewbox="0 -707 1936.6 729"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="msup"><g data-mml-node="mn"><path data-c="31" d="M213 578L200 573Q186 568 160 563T102 556H83V602H102Q149 604 189 617T245 641T273 663Q275 666 285 666Q294 666 302 660V361L303 61Q310 54 315 52T339 48T401 46H427V0H416Q395 3 257 3Q121 3 100 0H88V46H114Q136 46 152 46T177 47T193 50T201 52T207 57T213 61V578Z"></path><path data-c="32" d="M109 429Q82 429 66 447T50 491Q50 562 103 614T235 666Q326 666 387 610T449 465Q449 422 429 383T381 315T301 241Q265 210 201 149L142 93L218 92Q375 92 385 97Q392 99 409 186V189H449V186Q448 183 436 95T421 3V0H50V19V31Q50 38 56 46T86 81Q115 113 136 137Q145 147 170 174T204 211T233 244T261 278T284 308T305 340T320 369T333 401T340 431T343 464Q343 527 309 573T212 619Q179 619 154 602T119 569T109 550Q109 549 114 549Q132 549 151 535T170 489Q170 464 154 447T109 429Z" transform="translate(500,0)"></path><path data-c="30" d="M96 585Q152 666 249 666Q297 666 345 640T423 548Q460 465 460 320Q460 165 417 83Q397 41 362 16T301 -15T250 -22Q224 -22 198 -16T137 16T82 83Q39 165 39 320Q39 494 96 585ZM321 597Q291 629 250 629Q208 629 178 597Q153 571 145 525T137 333Q137 175 145 125T181 46Q209 16 250 16Q290 16 318 46Q347 76 354 130T362 333Q362 478 354 524T321 597Z" transform="translate(1000,0)"></path></g><g data-mml-node="TeXAtom" transform="translate(1533,393.1) scale(0.707)" data-mjx-texclass="ORD"><g data-mml-node="mo"><path data-c="2218" d="M55 251Q55 328 112 386T249 444T386 388T444 249Q444 171 388 113T250 55Q170 55 113 112T55 251ZM245 403Q188 403 142 361T96 250Q96 183 141 140T250 96Q284 96 313 109T354 135T375 160Q403 197 403 250Q403 313 360 358T245 403Z"></path></g></g></g></g></g></svg></mjx-container></span> ) for trigonal planar shape.<br /> <div class="smiles-inline" style="display: inline-block;"><svg id="smiles-mjrsc3cyii2jhum11vo" viewbox="0 0 154 56.10001888340316" style="width: 154.27499999999574px; height: 56.10001888340316px; overflow: visible;"><defs><lineargradient id="line-mjrsc3cyii2jhum11vo-1" gradientunits="userSpaceOnUse" x1="56.10000169950628" y1="24.263250000000376" x2="98.17500169950205" y2="24.263268883403548"><stop stop-color="currentColor" offset="20%"></stop><stop stop-color="currentColor" offset="100%"></stop></lineargradient><lineargradient id="line-mjrsc3cyii2jhum11vo-3" gradientunits="userSpaceOnUse" x1="56.09999830049371" y1="31.83674999999962" x2="98.17499830048948" y2="31.836768883402776"><stop stop-color="currentColor" offset="20%"></stop><stop stop-color="currentColor" offset="100%"></stop></lineargradient></defs><mask id="text-mask-mjrsc3cyii2jhum11vo"><rect x="0" y="0" width="100%" height="100%" fill="white"></rect><circle cx="56.099999999999994" cy="28.049999999999997" r="10.518749999999999" fill="black"></circle></mask><style>/*<![CDATA[*/ .element-mjrsc3cyii2jhum11vo { font: 18.7px Helvetica, Arial, sans-serif; alignment-baseline: 'middle'; } .sub-mjrsc3cyii2jhum11vo { font: 11.219999999999999px Helvetica, Arial, sans-serif; } /*]]>*/</style><g mask="url(#text-mask-mjrsc3cyii2jhum11vo)"><line x1="56.10000169950628" y1="24.263250000000376" x2="98.17500169950205" y2="24.263268883403548" style="stroke-linecap:round;stroke-dasharray:none;stroke-width:1.6829999999999998" stroke="url('#line-mjrsc3cyii2jhum11vo-1')"></line><line x1="56.09999830049371" y1="31.83674999999962" x2="98.17499830048948" y2="31.836768883402776" style="stroke-linecap:round;stroke-dasharray:none;stroke-width:1.6829999999999998" stroke="url('#line-mjrsc3cyii2jhum11vo-3')"></line></g><g><text x="98.17499999999575" y="28.050018883403162" class="debug" fill="#ff0000" style=" font: 5px Droid Sans, sans-serif; "></text><text x="63.1125" y="35.0625" class="element-mjrsc3cyii2jhum11vo" fill="currentColor" style="text-anchor: start; writing-mode: horizontal-tb; text-orientation: mixed; letter-spacing: normal; direction: rtl; unicode-bidi: bidi-override;"><tspan>O</tspan></text><text x="56.099999999999994" y="28.049999999999997" class="debug" fill="#ff0000" style=" font: 5px Droid Sans, sans-serif; "></text></g></svg></div><br /> <figure style="text-align: center"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-04.jpg?height=261&width=282&top_left_y=850&top_left_x=1353" alt="" data-align="center" /></figure></li> <li>Lone pairs also affect the molecular geometry. They occupy space on the central atom, but are not "seen" as points on the molecular geometry.</li> <li>Lone pair groups "occupy more space" on the central atom because their electron density is exclusively on the central atom, rather than shared, like bonding electron groups. The bonding electrons are shared by two atoms, so some of the negative charge is removed from the central atom.</li> <li>Relative sizes of repulsive force interactions is as follows:<br /> <figure style="text-align: center"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-04.jpg?height=175&width=419&top_left_y=1484&top_left_x=1158" alt="" data-align="center" /></figure><br /> <figure style="text-align: center"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-04.jpg?height=198&width=209&top_left_y=1463&top_left_x=1658" alt="" data-align="center" /></figure></li> </ul> <h2 type="section" data-unnumbered="true" id="lone-pair-%5C(%5Cboldsymbol%7B-%7D%5C)-lone-pair-%5C(%5Cboldsymbol%7B%3E%7D%5C)-lone-pair-%5C(%5Cboldsymbol%7B-%7D%5C)-bonding-pair-%5C(%5Cboldsymbol%7B%3E%7D%5C)-bonding-pair-%5C(%5Cboldsymbol%7B-%7D%5C)-bonding-pair" class="section-title"> Lone Pair <span class="math-inline "> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: 0.5ex;" width="2.023ex" height="0.136ex" role="img" focusable="false" viewbox="0 -281 894 60"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="mo"><path data-c="2212" d="M119 221Q96 230 96 251T116 279Q121 281 448 281H775Q776 280 779 278T785 274T791 269T795 262T797 251Q797 230 775 221H119Z"></path></g></g></g></svg></mjx-container></span> Lone Pair <span class="math-inline "> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.192ex;" width="2.023ex" height="1.52ex" role="img" focusable="false" viewbox="0 -587 894 672"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="mo"><path data-c="3E" d="M127 -85Q110 -85 103 -75T96 -55Q96 -41 106 -34Q119 -24 308 65Q361 90 411 114L696 250L427 379Q106 533 103 537Q96 545 96 557Q96 568 104 577T128 587Q137 586 460 431T788 272Q797 263 797 250Q797 238 788 229Q785 226 459 70L135 -85H127Z"></path></g></g></g></svg></mjx-container></span> Lone Pair <span class="math-inline "> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: 0.5ex;" width="2.023ex" height="0.136ex" role="img" focusable="false" viewbox="0 -281 894 60"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="mo"><path data-c="2212" d="M119 221Q96 230 96 251T116 279Q121 281 448 281H775Q776 280 779 278T785 274T791 269T795 262T797 251Q797 230 775 221H119Z"></path></g></g></g></svg></mjx-container></span> Bonding Pair <span class="math-inline "> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.192ex;" width="2.023ex" height="1.52ex" role="img" focusable="false" viewbox="0 -587 894 672"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="mo"><path data-c="3E" d="M127 -85Q110 -85 103 -75T96 -55Q96 -41 106 -34Q119 -24 308 65Q361 90 411 114L696 250L427 379Q106 533 103 537Q96 545 96 557Q96 568 104 577T128 587Q137 586 460 431T788 272Q797 263 797 250Q797 238 788 229Q785 226 459 70L135 -85H127Z"></path></g></g></g></svg></mjx-container></span> Bonding Pair <span class="math-inline "> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: 0.5ex;" width="2.023ex" height="0.136ex" role="img" focusable="false" viewbox="0 -281 894 60"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="mo"><path data-c="2212" d="M119 221Q96 230 96 251T116 279Q121 281 448 281H775Q776 280 779 278T785 274T791 269T795 262T797 251Q797 230 775 221H119Z"></path></g></g></g></svg></mjx-container></span> Bonding Pair</h2> <ul> <li>This affects the bond angles, making the bonding pair angles smaller than expected.</li> </ul> <div class="table" number="1"> <div class="caption_figure">No lone pairs</div><div class="figure_img" style="text-align: center;"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-04.jpg?height=355&width=276&top_left_y=2075&top_left_x=674" alt="" style="max-width: 100%;" /></div></div> <div class="table" number="2"> <div class="caption_figure">One lone pair</div><div class="figure_img" style="text-align: center;"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-04.jpg?height=244&width=257&top_left_y=2184&top_left_x=1026" alt="" style="max-width: 100%;" /></div></div> <div class="table" number="3"> <div class="caption_figure">Two lone pairs</div><div class="figure_img" style="text-align: center;"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-04.jpg?height=246&width=221&top_left_y=2184&top_left_x=1374" alt="" style="max-width: 100%;" /></div></div> <h2 type="section" data-unnumbered="true" id="derivatives-of-trigonal-bipyramidal-electron-pair-geometry" class="section-title"> DERIVATIVES OF TRIGONAL BIPYRAMIDAL ELECTRON-PAIR GEOMETRY</h2> <ul> <li>When there are five electron groups around the central atom, and some are lone pairs, they will occupy the equatorial positions because there is more room.</li> <li>When there are five electron groups around the central atom, and one is a lone pair, the result is called the seesaw shape.<br /> <figure style="text-align: center"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-05.jpg?height=263&width=231&top_left_y=782&top_left_x=592" alt="" data-align="center" /></figure><br /> <figure style="text-align: center"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-05.jpg?height=283&width=134&top_left_y=747&top_left_x=1102" alt="" data-align="center" /></figure><br /> <figure style="text-align: center"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-05.jpg?height=459&width=568&top_left_y=431&top_left_x=1465" alt="" data-align="center" /></figure></li> <li>When there are five electron groups around the central atom, and two are lone pairs, the result is T-shaped.<br /> <figure style="text-align: center"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-05.jpg?height=298&width=175&top_left_y=1256&top_left_x=640" alt="" data-align="center" /></figure></li> </ul> <div class="table" number="4"> <div class="figure_img" style="text-align: center;"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-05.jpg?height=300&width=270&top_left_y=1250&top_left_x=992" alt="" style="max-width: 100%;" /></div><div class="caption_figure">Electron geometry:</div></div> <div>trigonal bipyramidal<br /> <figure style="text-align: center"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-05.jpg?height=300&width=207&top_left_y=1250&top_left_x=1379" alt="" data-align="center" /></figure></div> <div>Molecular geometry: T-shaped</div> <ul> <li>For both see-saw and T-shapted, the bond angles between equatorial positions are less than <span class="math-inline "> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.05ex;" width="4.381ex" height="1.649ex" role="img" focusable="false" viewbox="0 -707 1936.6 729"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="msup"><g data-mml-node="mn"><path data-c="31" d="M213 578L200 573Q186 568 160 563T102 556H83V602H102Q149 604 189 617T245 641T273 663Q275 666 285 666Q294 666 302 660V361L303 61Q310 54 315 52T339 48T401 46H427V0H416Q395 3 257 3Q121 3 100 0H88V46H114Q136 46 152 46T177 47T193 50T201 52T207 57T213 61V578Z"></path><path data-c="32" d="M109 429Q82 429 66 447T50 491Q50 562 103 614T235 666Q326 666 387 610T449 465Q449 422 429 383T381 315T301 241Q265 210 201 149L142 93L218 92Q375 92 385 97Q392 99 409 186V189H449V186Q448 183 436 95T421 3V0H50V19V31Q50 38 56 46T86 81Q115 113 136 137Q145 147 170 174T204 211T233 244T261 278T284 308T305 340T320 369T333 401T340 431T343 464Q343 527 309 573T212 619Q179 619 154 602T119 569T109 550Q109 549 114 549Q132 549 151 535T170 489Q170 464 154 447T109 429Z" transform="translate(500,0)"></path><path data-c="30" d="M96 585Q152 666 249 666Q297 666 345 640T423 548Q460 465 460 320Q460 165 417 83Q397 41 362 16T301 -15T250 -22Q224 -22 198 -16T137 16T82 83Q39 165 39 320Q39 494 96 585ZM321 597Q291 629 250 629Q208 629 178 597Q153 571 145 525T137 333Q137 175 145 125T181 46Q209 16 250 16Q290 16 318 46Q347 76 354 130T362 333Q362 478 354 524T321 597Z" transform="translate(1000,0)"></path></g><g data-mml-node="TeXAtom" transform="translate(1533,393.1) scale(0.707)" data-mjx-texclass="ORD"><g data-mml-node="mo"><path data-c="2218" d="M55 251Q55 328 112 386T249 444T386 388T444 249Q444 171 388 113T250 55Q170 55 113 112T55 251ZM245 403Q188 403 142 361T96 250Q96 183 141 140T250 96Q284 96 313 109T354 135T375 160Q403 197 403 250Q403 313 360 358T245 403Z"></path></g></g></g></g></g></svg></mjx-container></span> and the bond angles between axial and equatorial positions are less than <span class="math-inline "> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.05ex;" width="3.25ex" height="1.649ex" role="img" focusable="false" viewbox="0 -707 1436.6 729"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="msup"><g data-mml-node="mn"><path data-c="39" d="M352 287Q304 211 232 211Q154 211 104 270T44 396Q42 412 42 436V444Q42 537 111 606Q171 666 243 666Q245 666 249 666T257 665H261Q273 665 286 663T323 651T370 619T413 560Q456 472 456 334Q456 194 396 97Q361 41 312 10T208 -22Q147 -22 108 7T68 93T121 149Q143 149 158 135T173 96Q173 78 164 65T148 49T135 44L131 43Q131 41 138 37T164 27T206 22H212Q272 22 313 86Q352 142 352 280V287ZM244 248Q292 248 321 297T351 430Q351 508 343 542Q341 552 337 562T323 588T293 615T246 625Q208 625 181 598Q160 576 154 546T147 441Q147 358 152 329T172 282Q197 248 244 248Z"></path><path data-c="30" d="M96 585Q152 666 249 666Q297 666 345 640T423 548Q460 465 460 320Q460 165 417 83Q397 41 362 16T301 -15T250 -22Q224 -22 198 -16T137 16T82 83Q39 165 39 320Q39 494 96 585ZM321 597Q291 629 250 629Q208 629 178 597Q153 571 145 525T137 333Q137 175 145 125T181 46Q209 16 250 16Q290 16 318 46Q347 76 354 130T362 333Q362 478 354 524T321 597Z" transform="translate(500,0)"></path></g><g data-mml-node="TeXAtom" transform="translate(1033,393.1) scale(0.707)" data-mjx-texclass="ORD"><g data-mml-node="mo"><path data-c="2218" d="M55 251Q55 328 112 386T249 444T386 388T444 249Q444 171 388 113T250 55Q170 55 113 112T55 251ZM245 403Q188 403 142 361T96 250Q96 183 141 140T250 96Q284 96 313 109T354 135T375 160Q403 197 403 250Q403 313 360 358T245 403Z"></path></g></g></g></g></g></svg></mjx-container></span>.</li> <li>When there are five electron groups around the central atom, and three are lone pairs, the result is a linear shape.<br /> <figure style="text-align: center"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-05.jpg?height=465&width=914&top_left_y=1965&top_left_x=816" alt="" data-align="center" /></figure></li> </ul> <h2 type="section" data-unnumbered="true" id="derivatives-of-octahedral-electron-pair-geometry" class="section-title"> DERIVATIVES OF OCTAHEDRAL ELECTRON-PAIR GEOMETRY</h2> <ul> <li>All six positions in the octahedral geometry are equivalent. Therefore, when one of the six electron-pairs around the central atom is a lone pair (as in <span class="math-inline "> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.375ex;" width="4.954ex" height="1.92ex" role="img" focusable="false" viewbox="0 -683 2189.6 848.6"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="msub"><g data-mml-node="TeXAtom" data-mjx-texclass="ORD"><g data-mml-node="mi"><path data-c="42" d="M131 622Q124 629 120 631T104 634T61 637H28V683H229H267H346Q423 683 459 678T531 651Q574 627 599 590T624 512Q624 461 583 419T476 360L466 357Q539 348 595 302T651 187Q651 119 600 67T469 3Q456 1 242 0H28V46H61Q103 47 112 49T131 61V622ZM511 513Q511 560 485 594T416 636Q415 636 403 636T371 636T333 637Q266 637 251 636T232 628Q229 624 229 499V374H312L396 375L406 377Q410 378 417 380T442 393T474 417T499 456T511 513ZM537 188Q537 239 509 282T430 336L329 337H229V200V116Q229 57 234 52Q240 47 334 47H383Q425 47 443 53Q486 67 511 104T537 188Z"></path><path data-c="72" d="M36 46H50Q89 46 97 60V68Q97 77 97 91T98 122T98 161T98 203Q98 234 98 269T98 328L97 351Q94 370 83 376T38 385H20V408Q20 431 22 431L32 432Q42 433 60 434T96 436Q112 437 131 438T160 441T171 442H174V373Q213 441 271 441H277Q322 441 343 419T364 373Q364 352 351 337T313 322Q288 322 276 338T263 372Q263 381 265 388T270 400T273 405Q271 407 250 401Q234 393 226 386Q179 341 179 207V154Q179 141 179 127T179 101T180 81T180 66V61Q181 59 183 57T188 54T193 51T200 49T207 48T216 47T225 47T235 46T245 46H276V0H267Q249 3 140 3Q37 3 28 0H20V46H36Z" transform="translate(708,0)"></path><path data-c="46" d="M128 619Q121 626 117 628T101 631T58 634H25V680H582V676Q584 670 596 560T610 444V440H570V444Q563 493 561 501Q555 538 543 563T516 601T477 622T431 631T374 633H334H286Q252 633 244 631T233 621Q232 619 232 490V363H284Q287 363 303 363T327 364T349 367T372 373T389 385Q407 403 410 459V480H450V200H410V221Q407 276 389 296Q381 303 371 307T348 313T327 316T303 317T284 317H232V189L233 61Q240 54 245 52T270 48T333 46H360V0H348Q324 3 182 3Q51 3 36 0H25V46H58Q100 47 109 49T128 61V619Z" transform="translate(1100,0)"></path></g></g><g data-mml-node="TeXAtom" transform="translate(1786,-150) scale(0.707)" data-mjx-texclass="ORD"><g data-mml-node="mn"><path data-c="35" d="M164 157Q164 133 148 117T109 101H102Q148 22 224 22Q294 22 326 82Q345 115 345 210Q345 313 318 349Q292 382 260 382H254Q176 382 136 314Q132 307 129 306T114 304Q97 304 95 310Q93 314 93 485V614Q93 664 98 664Q100 666 102 666Q103 666 123 658T178 642T253 634Q324 634 389 662Q397 666 402 666Q410 666 410 648V635Q328 538 205 538Q174 538 149 544L139 546V374Q158 388 169 396T205 412T256 420Q337 420 393 355T449 201Q449 109 385 44T229 -22Q148 -22 99 32T50 154Q50 178 61 192T84 210T107 214Q132 214 148 197T164 157Z"></path></g></g></g></g></g></svg></mjx-container></span> molecule), it can be situated in any one of these positions. The resulting molecular geometry is square pyramidal.<br /> <figure style="text-align: center"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-06.jpg?height=519&width=1205&top_left_y=597&top_left_x=650" alt="" data-align="center" /></figure></li> <li>When two of the six electron-pair groups around the central atom are lone pairs (as in <span class="math-inline "> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.339ex;" width="5.166ex" height="1.885ex" role="img" focusable="false" viewbox="0 -683 2283.6 833"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="msub"><g data-mml-node="TeXAtom" data-mjx-texclass="ORD"><g data-mml-node="mi"><path data-c="58" d="M270 0Q252 3 141 3Q46 3 31 0H23V46H40Q129 50 161 88Q165 94 244 216T324 339Q324 341 235 480T143 622Q133 631 119 634T57 637H37V683H46Q64 680 172 680Q297 680 318 683H329V637H324Q307 637 286 632T263 621Q263 618 322 525T384 431Q385 431 437 511T489 593Q490 595 490 599Q490 611 477 622T436 637H428V683H437Q455 680 566 680Q661 680 676 683H684V637H667Q585 634 551 599Q548 596 478 491Q412 388 412 387Q412 385 514 225T620 62Q628 53 642 50T695 46H726V0H717Q699 3 591 3Q466 3 445 0H434V46H440Q454 46 476 51T499 64Q499 67 463 124T390 238L353 295L350 292Q348 290 343 283T331 265T312 236T286 195Q219 88 218 84Q218 70 234 59T272 46H280V0H270Z"></path><path data-c="65" d="M28 218Q28 273 48 318T98 391T163 433T229 448Q282 448 320 430T378 380T406 316T415 245Q415 238 408 231H126V216Q126 68 226 36Q246 30 270 30Q312 30 342 62Q359 79 369 104L379 128Q382 131 395 131H398Q415 131 415 121Q415 117 412 108Q393 53 349 21T250 -11Q155 -11 92 58T28 218ZM333 275Q322 403 238 411H236Q228 411 220 410T195 402T166 381T143 340T127 274V267H333V275Z" transform="translate(750,0)"></path><path data-c="46" d="M128 619Q121 626 117 628T101 631T58 634H25V680H582V676Q584 670 596 560T610 444V440H570V444Q563 493 561 501Q555 538 543 563T516 601T477 622T431 631T374 633H334H286Q252 633 244 631T233 621Q232 619 232 490V363H284Q287 363 303 363T327 364T349 367T372 373T389 385Q407 403 410 459V480H450V200H410V221Q407 276 389 296Q381 303 371 307T348 313T327 316T303 317T284 317H232V189L233 61Q240 54 245 52T270 48T333 46H360V0H348Q324 3 182 3Q51 3 36 0H25V46H58Q100 47 109 49T128 61V619Z" transform="translate(1194,0)"></path></g></g><g data-mml-node="TeXAtom" transform="translate(1880,-150) scale(0.707)" data-mjx-texclass="ORD"><g data-mml-node="mn"><path data-c="34" d="M462 0Q444 3 333 3Q217 3 199 0H190V46H221Q241 46 248 46T265 48T279 53T286 61Q287 63 287 115V165H28V211L179 442Q332 674 334 675Q336 677 355 677H373L379 671V211H471V165H379V114Q379 73 379 66T385 54Q393 47 442 46H471V0H462ZM293 211V545L74 212L183 211H293Z"></path></g></g></g></g></g></svg></mjx-container></span> ), the lone pairs occupy positions across from each other (to minimize repulsions). The resulting molecular geometry is square planar.<br /> <figure style="text-align: center"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-06.jpg?height=523&width=1277&top_left_y=1426&top_left_x=586" alt="" data-align="center" /></figure></li> <li>The table on the next page summarizes all the possible electron-pair and molecular geometries predicted by VSEPR theory.</li> </ul> <div class="table_tabular" style="text-align: center"> <div class="inline-tabular"><table class="tabular"> <tbody> <tr style="border-top: none !important; border-bottom: none !important;"> <td style="text-align: left; border-left-style: solid !important; border-left-width: 1px !important; border-right-style: solid !important; border-right-width: 1px !important; border-bottom: none !important; border-top: none !important; border-top-style: solid !important; border-top-width: 1px !important; border-bottom-style: solid !important; border-bottom-width: 1px !important; " colspan="8">TABLE 10.1 Electron and Molecular Geometries</td> </tr> <tr style="border-top: none !important; border-bottom: none !important;"> <td style="text-align: left; border-left-style: solid !important; border-left-width: 1px !important; border-right-style: solid !important; border-right-width: 1px !important; border-bottom-style: solid !important; border-bottom-width: 1px !important; border-top: none !important; width: auto; vertical-align: middle; ">Electron Groups*</td> <td style="text-align: left; border-right-style: solid !important; border-right-width: 1px !important; border-bottom-style: solid !important; border-bottom-width: 1px !important; border-top: none !important; width: auto; vertical-align: middle; ">Bonding Groups</td> <td style="text-align: left; border-right-style: solid !important; border-right-width: 1px !important; border-bottom-style: solid !important; border-bottom-width: 1px !important; border-top: none !important; width: auto; vertical-align: middle; ">Lone Pairs</td> <td style="text-align: left; border-right-style: solid !important; border-right-width: 1px !important; border-bottom-style: solid !important; border-bottom-width: 1px !important; border-top: none !important; width: auto; vertical-align: middle; ">Electron Geometry</td> <td style="text-align: left; border-right-style: solid !important; border-right-width: 1px !important; border-bottom-style: solid !important; border-bottom-width: 1px !important; border-top: none !important; width: auto; vertical-align: middle; ">Molecular Geometry</td> <td style="text-align: left; border-right-style: solid !important; border-right-width: 1px !important; border-bottom-style: solid !important; border-bottom-width: 1px !important; border-top: none !important; width: auto; vertical-align: middle; ">Approximate Bond Angles</td> <td style="text-align: center; border-left-style: solid !important; border-left-width: 1px !important; border-right-style: solid !important; border-right-width: 1px !important; border-bottom: none !important; border-top: none !important; border-bottom-style: solid !important; border-bottom-width: 1px !important; " colspan="2">Example</td> </tr> <tr style="border-top: none !important; border-bottom: none !important;"> <td style="text-align: left; border-left-style: solid !important; border-left-width: 1px !important; border-right-style: solid !important; border-right-width: 1px !important; border-bottom-style: solid !important; border-bottom-width: 1px !important; border-top: none !important; width: auto; vertical-align: middle; ">2</td> <td style="text-align: left; border-right-style: solid !important; border-right-width: 1px !important; border-bottom-style: solid !important; border-bottom-width: 1px !important; border-top: none !important; width: auto; vertical-align: middle; ">2</td> <td style="text-align: left; border-right-style: solid !important; border-right-width: 1px !important; border-bottom-style: solid !important; border-bottom-width: 1px !important; border-top: none !important; width: auto; vertical-align: middle; ">0</td> <td style="text-align: left; border-right-style: solid !important; border-right-width: 1px !important; border-bottom-style: solid !important; border-bottom-width: 1px !important; border-top: none !important; width: auto; vertical-align: middle; ">Linear</td> <td style="text-align: left; border-right-style: solid !important; border-right-width: 1px !important; border-bottom-style: solid !important; border-bottom-width: 1px !important; border-top: none !important; width: auto; vertical-align: middle; ">Linear</td> <td style="text-align: left; border-right-style: solid !important; border-right-width: 1px !important; border-bottom-style: solid !important; border-bottom-width: 1px !important; border-top: none !important; width: auto; vertical-align: middle; "><span class="math-inline "> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.05ex;" width="4.381ex" height="1.649ex" role="img" focusable="false" viewbox="0 -707 1936.6 729"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="msup"><g data-mml-node="mn"><path data-c="31" d="M213 578L200 573Q186 568 160 563T102 556H83V602H102Q149 604 189 617T245 641T273 663Q275 666 285 666Q294 666 302 660V361L303 61Q310 54 315 52T339 48T401 46H427V0H416Q395 3 257 3Q121 3 100 0H88V46H114Q136 46 152 46T177 47T193 50T201 52T207 57T213 61V578Z"></path><path data-c="38" d="M70 417T70 494T124 618T248 666Q319 666 374 624T429 515Q429 485 418 459T392 417T361 389T335 371T324 363L338 354Q352 344 366 334T382 323Q457 264 457 174Q457 95 399 37T249 -22Q159 -22 101 29T43 155Q43 263 172 335L154 348Q133 361 127 368Q70 417 70 494ZM286 386L292 390Q298 394 301 396T311 403T323 413T334 425T345 438T355 454T364 471T369 491T371 513Q371 556 342 586T275 624Q268 625 242 625Q201 625 165 599T128 534Q128 511 141 492T167 463T217 431Q224 426 228 424L286 386ZM250 21Q308 21 350 55T392 137Q392 154 387 169T375 194T353 216T330 234T301 253T274 270Q260 279 244 289T218 306L210 311Q204 311 181 294T133 239T107 157Q107 98 150 60T250 21Z" transform="translate(500,0)"></path><path data-c="30" d="M96 585Q152 666 249 666Q297 666 345 640T423 548Q460 465 460 320Q460 165 417 83Q397 41 362 16T301 -15T250 -22Q224 -22 198 -16T137 16T82 83Q39 165 39 320Q39 494 96 585ZM321 597Q291 629 250 629Q208 629 178 597Q153 571 145 525T137 333Q137 175 145 125T181 46Q209 16 250 16Q290 16 318 46Q347 76 354 130T362 333Q362 478 354 524T321 597Z" transform="translate(1000,0)"></path></g><g data-mml-node="TeXAtom" transform="translate(1533,393.1) scale(0.707)" data-mjx-texclass="ORD"><g data-mml-node="mo"><path data-c="2218" d="M55 251Q55 328 112 386T249 444T386 388T444 249Q444 171 388 113T250 55Q170 55 113 112T55 251ZM245 403Q188 403 142 361T96 250Q96 183 141 140T250 96Q284 96 313 109T354 135T375 160Q403 197 403 250Q403 313 360 358T245 403Z"></path></g></g></g></g></g></svg></mjx-container></span></td> <td style="text-align: left; border-right-style: solid !important; border-right-width: 1px !important; border-bottom-style: solid !important; border-bottom-width: 1px !important; border-top: none !important; width: auto; vertical-align: middle; "><span class="math-inline "> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.186ex;" width="10.559ex" height="2.416ex" role="img" focusable="false" viewbox="0 -986 4666.9 1068"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="TeXAtom" data-mjx-texclass="ORD"><g data-mml-node="mover"><g data-mml-node="mn"><path data-c="30" d="M96 585Q152 666 249 666Q297 666 345 640T423 548Q460 465 460 320Q460 165 417 83Q397 41 362 16T301 -15T250 -22Q224 -22 198 -16T137 16T82 83Q39 165 39 320Q39 494 96 585ZM321 597Q291 629 250 629Q208 629 178 597Q153 571 145 525T137 333Q137 175 145 125T181 46Q209 16 250 16Q290 16 318 46Q347 76 354 130T362 333Q362 478 354 524T321 597Z"></path></g><g data-mml-node="mo" transform="translate(250,217) translate(-250 0)"><path data-c="A8" d="M95 612Q95 633 112 651T153 669T193 652T210 612Q210 588 194 571T152 554L127 560Q95 577 95 612ZM289 611Q289 634 304 649T335 668Q336 668 340 668T346 669Q369 669 386 652T404 612T387 572T346 554Q323 554 306 570T289 611Z"></path></g></g></g><g data-mml-node="mo" transform="translate(777.8,0)"><path data-c="3D" d="M56 347Q56 360 70 367H707Q722 359 722 347Q722 336 708 328L390 327H72Q56 332 56 347ZM56 153Q56 168 72 173H708Q722 163 722 153Q722 140 707 133H70Q56 140 56 153Z"></path></g><g data-mml-node="TeXAtom" data-mjx-texclass="ORD" transform="translate(1833.6,0)"><g data-mml-node="mi"><path data-c="63" d="M370 305T349 305T313 320T297 358Q297 381 312 396Q317 401 317 402T307 404Q281 408 258 408Q209 408 178 376Q131 329 131 219Q131 137 162 90Q203 29 272 29Q313 29 338 55T374 117Q376 125 379 127T395 129H409Q415 123 415 120Q415 116 411 104T395 71T366 33T318 2T249 -11Q163 -11 99 53T34 214Q34 318 99 383T250 448T370 421T404 357Q404 334 387 320Z"></path></g></g><g data-mml-node="mo" transform="translate(2555.3,0)"><path data-c="3D" d="M56 347Q56 360 70 367H707Q722 359 722 347Q722 336 708 328L390 327H72Q56 332 56 347ZM56 153Q56 168 72 173H708Q722 163 722 153Q722 140 707 133H70Q56 140 56 153Z"></path></g><g data-mml-node="TeXAtom" data-mjx-texclass="ORD" transform="translate(3611.1,0)"><g data-mml-node="mover"><g data-mml-node="mn"><path data-c="30" d="M96 585Q152 666 249 666Q297 666 345 640T423 548Q460 465 460 320Q460 165 417 83Q397 41 362 16T301 -15T250 -22Q224 -22 198 -16T137 16T82 83Q39 165 39 320Q39 494 96 585ZM321 597Q291 629 250 629Q208 629 178 597Q153 571 145 525T137 333Q137 175 145 125T181 46Q209 16 250 16Q290 16 318 46Q347 76 354 130T362 333Q362 478 354 524T321 597Z"></path></g><g data-mml-node="mo" transform="translate(250,217) translate(-250 0)"><path data-c="A8" d="M95 612Q95 633 112 651T153 669T193 652T210 612Q210 588 194 571T152 554L127 560Q95 577 95 612ZM289 611Q289 634 304 649T335 668Q336 668 340 668T346 669Q369 669 386 652T404 612T387 572T346 554Q323 554 306 570T289 611Z"></path></g></g></g><g data-mml-node="mo" transform="translate(4388.9,0)"><path data-c="3A" d="M78 370Q78 394 95 412T138 430Q162 430 180 414T199 371Q199 346 182 328T139 310T96 327T78 370ZM78 60Q78 84 95 102T138 120Q162 120 180 104T199 61Q199 36 182 18T139 0T96 17T78 60Z"></path></g></g></g></svg></mjx-container></span></td> <td style="text-align: left; border-right-style: solid !important; border-right-width: 1px !important; border-bottom-style: solid !important; border-bottom-width: 1px !important; border-top: none !important; width: auto; vertical-align: middle; "><figure style="text-align: center"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-07.jpg?height=51&width=161&top_left_y=437&top_left_x=1743" alt="" data-align="center" /></figure></td> </tr> <tr style="border-top: none !important; border-bottom: none !important;"> <td style="text-align: left; border-left-style: solid !important; border-left-width: 1px !important; border-right-style: solid !important; border-right-width: 1px !important; border-bottom-style: solid !important; border-bottom-width: 1px !important; border-top: none !important; width: auto; vertical-align: middle; ">3</td> <td style="text-align: left; border-right-style: solid !important; border-right-width: 1px !important; border-bottom-style: solid !important; border-bottom-width: 1px !important; border-top: none !important; width: auto; vertical-align: middle; ">3</td> <td style="text-align: left; border-right-style: solid !important; border-right-width: 1px !important; border-bottom-style: solid !important; border-bottom-width: 1px !important; border-top: none !important; width: auto; vertical-align: middle; ">0</td> <td style="text-align: left; border-right-style: solid !important; border-right-width: 1px !important; border-bottom-style: solid !important; border-bottom-width: 1px !important; border-top: none !important; width: auto; vertical-align: middle; ">Trigonal planar</td> <td style="text-align: left; border-right-style: solid !important; border-right-width: 1px !important; border-bottom-style: solid !important; border-bottom-width: 1px !important; border-top: none !important; width: auto; vertical-align: middle; ">Trigonal planar</td> <td style="text-align: left; border-right-style: solid !important; border-right-width: 1px !important; border-bottom-style: solid !important; 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If the Lewis structure contains resonance structures, use any of the resonance structures to determine the number of electron-pair groups.</li> <li>Each of the following count as one electron-pair group: lone pair, a single bond, a double bond, a triple bond, or a single electron (as in a free radical).</li> <li>The geometry of the electron-pair groups is determined by their repulsions as summarized in Table 10.1. In general, electron-pair groups repulsions vary as follows:</li> </ul> <div>Lone pair-lone pair > lone pair-bonding pair > bonding pair-bonding pair</div> <ul> <li>Bond angles can vary from the idealized angles because double and triple bonds occupy more space than single bonds (they are bulkier even though they are shorter), and lone pair occupy more space than bonding pairs. The presence of lone pairs usually makes bond angles smaller than the ideal angle for the particular geometry.</li> </ul> <h2 type="section" data-unnumbered="true" id="examples%3A" class="section-title"> Examples:</h2> <ol> <li>Suppose that a molecule with six electron-pair groups were confined to two dimensions and therefore had a hexangonal planar electron-pair geometry (shown on the right). If two of the six groups were lone pairs, where would they be located? Why?<br /> <figure style="text-align: center"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-08.jpg?height=244&width=201&top_left_y=1379&top_left_x=1740" alt="" data-align="center" /></figure></li> <li>Predict the molecular geometry and bond angle of <span class="math-inline "> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.644ex;" width="4.512ex" height="2.554ex" role="img" focusable="false" viewbox="0 -844.3 1994.1 1128.9"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="msubsup"><g data-mml-node="TeXAtom" data-mjx-texclass="ORD"><g data-mml-node="mi"><path data-c="49" d="M328 0Q307 3 180 3T32 0H21V46H43Q92 46 106 49T126 60Q128 63 128 342Q128 620 126 623Q122 628 118 630T96 635T43 637H21V683H32Q53 680 180 680T328 683H339V637H317Q268 637 254 634T234 623Q232 620 232 342Q232 63 234 60Q238 55 242 53T264 48T317 46H339V0H328Z"></path><path data-c="43" d="M56 342Q56 428 89 500T174 615T283 681T391 705Q394 705 400 705T408 704Q499 704 569 636L582 624L612 663Q639 700 643 704Q644 704 647 704T653 705H657Q660 705 666 699V419L660 413H626Q620 419 619 430Q610 512 571 572T476 651Q457 658 426 658Q322 658 252 588Q173 509 173 342Q173 221 211 151Q232 111 263 84T328 45T384 29T428 24Q517 24 571 93T626 244Q626 251 632 257H660L666 251V236Q661 133 590 56T403 -21Q262 -21 159 83T56 342Z" transform="translate(361,0)"></path><path data-c="6C" d="M42 46H56Q95 46 103 60V68Q103 77 103 91T103 124T104 167T104 217T104 272T104 329Q104 366 104 407T104 482T104 542T103 586T103 603Q100 622 89 628T44 637H26V660Q26 683 28 683L38 684Q48 685 67 686T104 688Q121 689 141 690T171 693T182 694H185V379Q185 62 186 60Q190 52 198 49Q219 46 247 46H263V0H255L232 1Q209 2 183 2T145 3T107 3T57 1L34 0H26V46H42Z" transform="translate(1083,0)"></path></g></g><g data-mml-node="TeXAtom" transform="translate(1394,432.1) scale(0.707)" data-mjx-texclass="ORD"><g data-mml-node="mo"><path data-c="2212" d="M84 237T84 250T98 270H679Q694 262 694 250T679 230H98Q84 237 84 250Z"></path></g></g><g data-mml-node="TeXAtom" transform="translate(1394,-284.6) scale(0.707)" data-mjx-texclass="ORD"><g data-mml-node="mn"><path data-c="34" d="M462 0Q444 3 333 3Q217 3 199 0H190V46H221Q241 46 248 46T265 48T279 53T286 61Q287 63 287 115V165H28V211L179 442Q332 674 334 675Q336 677 355 677H373L379 671V211H471V165H379V114Q379 73 379 66T385 54Q393 47 442 46H471V0H462ZM293 211V545L74 212L183 211H293Z"></path></g></g></g></g></g></svg></mjx-container></span>.</li> </ol> <h2 type="section" data-unnumbered="true" id="predicting-shape-of-larger-molecules" class="section-title"> PREDICTING SHAPE OF LARGER MOLECULES</h2> <ul> <li>Larger molecules may have two or more interior atoms. When predicting the shape of these molecules, apply the principles discussed to each interior atom.</li> <li>For example, glycine, an amino acid found in many proteins, contains four interior atoms: one N , two C 's, and an O atom. To determine the shape of glycine, the shape about each interior atom is determined as follows:<br /> <figure style="text-align: center"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-09.jpg?height=300&width=416&top_left_y=489&top_left_x=1615" alt="" data-align="center" /></figure></li> </ul> <div class="table_tabular" style="text-align: center"> <div class="inline-tabular"><table class="tabular"> <tbody> <tr style="border-top: none !important; border-bottom: none !important;"> <td style="text-align: left; border-left-style: solid !important; border-left-width: 1px !important; border-right-style: solid !important; border-right-width: 1px !important; border-bottom-style: solid !important; border-bottom-width: 1px !important; border-top-style: solid !important; border-top-width: 1px !important; width: auto; vertical-align: middle; ">Atom</td> <td style="text-align: left; border-right-style: solid !important; border-right-width: 1px !important; border-bottom-style: solid !important; border-bottom-width: 1px !important; border-top-style: solid !important; border-top-width: 1px !important; width: auto; vertical-align: middle; ">Number of Electron Groups</td> <td style="text-align: left; border-right-style: solid !important; border-right-width: 1px !important; border-bottom-style: solid !important; border-bottom-width: 1px !important; border-top-style: solid !important; border-top-width: 1px !important; width: auto; vertical-align: middle; ">Number of Lone Pairs</td> <td style="text-align: left; border-right-style: solid !important; border-right-width: 1px !important; border-bottom-style: solid !important; border-bottom-width: 1px !important; border-top-style: solid !important; border-top-width: 1px !important; width: auto; vertical-align: middle; ">Molecular Geometry</td> </tr> <tr style="border-top: none !important; border-bottom: none !important;"> <td style="text-align: left; border-left-style: solid !important; border-left-width: 1px !important; border-right-style: solid !important; border-right-width: 1px !important; border-bottom-style: solid !important; border-bottom-width: 1px !important; border-top: none !important; width: auto; vertical-align: middle; ">Nitrogen</td> <td style="text-align: left; border-right-style: solid !important; border-right-width: 1px !important; border-bottom-style: solid !important; border-bottom-width: 1px !important; border-top: none !important; width: auto; vertical-align: middle; ">4</td> <td style="text-align: left; border-right-style: solid !important; border-right-width: 1px !important; border-bottom-style: solid !important; border-bottom-width: 1px !important; border-top: none !important; width: auto; vertical-align: middle; ">1</td> <td style="text-align: left; border-right-style: solid !important; border-right-width: 1px !important; border-bottom-style: solid !important; border-bottom-width: 1px !important; border-top: none !important; width: auto; vertical-align: middle; ">Trigonal pyramidal</td> </tr> <tr style="border-top: none !important; border-bottom: none !important;"> <td style="text-align: left; border-left-style: solid !important; border-left-width: 1px !important; border-right-style: solid !important; border-right-width: 1px !important; border-bottom-style: solid !important; border-bottom-width: 1px !important; border-top: none !important; width: auto; vertical-align: middle; ">Leftmost carbon</td> <td style="text-align: left; border-right-style: solid !important; border-right-width: 1px !important; border-bottom-style: solid !important; border-bottom-width: 1px !important; border-top: none !important; width: auto; vertical-align: middle; ">4</td> <td style="text-align: left; border-right-style: solid !important; border-right-width: 1px !important; border-bottom-style: solid !important; border-bottom-width: 1px !important; border-top: none !important; width: auto; vertical-align: middle; ">0</td> <td style="text-align: left; border-right-style: solid !important; border-right-width: 1px !important; border-bottom-style: solid !important; border-bottom-width: 1px !important; border-top: none !important; width: auto; vertical-align: middle; ">Tetrahedral</td> </tr> <tr style="border-top: none !important; border-bottom: none !important;"> <td style="text-align: left; border-left-style: solid !important; border-left-width: 1px !important; border-right-style: solid !important; border-right-width: 1px !important; border-bottom-style: solid !important; border-bottom-width: 1px !important; border-top: none !important; width: auto; vertical-align: middle; ">Rightmost carbon</td> <td style="text-align: left; border-right-style: solid !important; border-right-width: 1px !important; border-bottom-style: solid !important; border-bottom-width: 1px !important; border-top: none !important; width: auto; vertical-align: middle; ">3</td> <td style="text-align: left; border-right-style: solid !important; border-right-width: 1px !important; border-bottom-style: solid !important; border-bottom-width: 1px !important; border-top: none !important; width: auto; vertical-align: middle; ">0</td> <td style="text-align: left; border-right-style: solid !important; border-right-width: 1px !important; border-bottom-style: solid !important; border-bottom-width: 1px !important; border-top: none !important; width: auto; vertical-align: middle; ">Trigonal planar</td> </tr> <tr style="border-top: none !important; border-bottom: none !important;"> <td style="text-align: left; border-left-style: solid !important; border-left-width: 1px !important; border-right-style: solid !important; border-right-width: 1px !important; border-bottom-style: solid !important; border-bottom-width: 1px !important; border-top: none !important; width: auto; vertical-align: middle; ">Oxygen</td> <td style="text-align: left; border-right-style: solid !important; border-right-width: 1px !important; border-bottom-style: solid !important; border-bottom-width: 1px !important; border-top: none !important; width: auto; vertical-align: middle; ">4</td> <td style="text-align: left; border-right-style: solid !important; border-right-width: 1px !important; border-bottom-style: solid !important; border-bottom-width: 1px !important; border-top: none !important; width: auto; vertical-align: middle; ">2</td> <td style="text-align: left; border-right-style: solid !important; border-right-width: 1px !important; border-bottom-style: solid !important; border-bottom-width: 1px !important; border-top: none !important; width: auto; vertical-align: middle; ">Bent</td> </tr> </tbody> </table> </div></div> <div>(c) 2014 Pearson Education. Inc.</div> <ul> <li>Using the geometries of each of the interior atoms, the entire 3 -dimensional shape of the molecule is determined.<br /> <figure style="text-align: center"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-09.jpg?height=433&width=532&top_left_y=1228&top_left_x=1469" alt="" data-align="center" /></figure></li> </ul> <h2 type="section" data-unnumbered="true" id="examples%3A-2" class="section-title"> Examples:</h2> <ol> <li>Predict the geometry about each interior atom in methanol <span class="math-inline "> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.566ex;" width="9.535ex" height="2.262ex" role="img" focusable="false" viewbox="0 -750 4214.6 1000"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="mrow"><g data-mml-node="mo"><path data-c="28" d="M94 250Q94 319 104 381T127 488T164 576T202 643T244 695T277 729T302 750H315H319Q333 750 333 741Q333 738 316 720T275 667T226 581T184 443T167 250T184 58T225 -81T274 -167T316 -220T333 -241Q333 -250 318 -250H315H302L274 -226Q180 -141 137 -14T94 250Z"></path></g><g data-mml-node="msub" transform="translate(389,0)"><g data-mml-node="TeXAtom" data-mjx-texclass="ORD"><g data-mml-node="mi"><path data-c="43" d="M56 342Q56 428 89 500T174 615T283 681T391 705Q394 705 400 705T408 704Q499 704 569 636L582 624L612 663Q639 700 643 704Q644 704 647 704T653 705H657Q660 705 666 699V419L660 413H626Q620 419 619 430Q610 512 571 572T476 651Q457 658 426 658Q322 658 252 588Q173 509 173 342Q173 221 211 151Q232 111 263 84T328 45T384 29T428 24Q517 24 571 93T626 244Q626 251 632 257H660L666 251V236Q661 133 590 56T403 -21Q262 -21 159 83T56 342Z"></path><path data-c="48" d="M128 622Q121 629 117 631T101 634T58 637H25V683H36Q57 680 180 680Q315 680 324 683H335V637H302Q262 636 251 634T233 622L232 500V378H517V622Q510 629 506 631T490 634T447 637H414V683H425Q446 680 569 680Q704 680 713 683H724V637H691Q651 636 640 634T622 622V61Q628 51 639 49T691 46H724V0H713Q692 3 569 3Q434 3 425 0H414V46H447Q489 47 498 49T517 61V332H232V197L233 61Q239 51 250 49T302 46H335V0H324Q303 3 180 3Q45 3 36 0H25V46H58Q100 47 109 49T128 61V622Z" transform="translate(722,0)"></path></g></g><g data-mml-node="TeXAtom" transform="translate(1505,-150) scale(0.707)" data-mjx-texclass="ORD"><g data-mml-node="mn"><path data-c="33" d="M127 463Q100 463 85 480T69 524Q69 579 117 622T233 665Q268 665 277 664Q351 652 390 611T430 522Q430 470 396 421T302 350L299 348Q299 347 308 345T337 336T375 315Q457 262 457 175Q457 96 395 37T238 -22Q158 -22 100 21T42 130Q42 158 60 175T105 193Q133 193 151 175T169 130Q169 119 166 110T159 94T148 82T136 74T126 70T118 67L114 66Q165 21 238 21Q293 21 321 74Q338 107 338 175V195Q338 290 274 322Q259 328 213 329L171 330L168 332Q166 335 166 348Q166 366 174 366Q202 366 232 371Q266 376 294 413T322 525V533Q322 590 287 612Q265 626 240 626Q208 626 181 615T143 592T132 580H135Q138 579 143 578T153 573T165 566T175 555T183 540T186 520Q186 498 172 481T127 463Z"></path></g></g></g><g data-mml-node="TeXAtom" data-mjx-texclass="ORD" transform="translate(2297.6,0)"><g data-mml-node="mi"><path data-c="4F" d="M56 340Q56 423 86 494T164 610T270 680T388 705Q521 705 621 601T722 341Q722 260 693 191T617 75T510 4T388 -22T267 3T160 74T85 189T56 340ZM467 647Q426 665 388 665Q360 665 331 654T269 620T213 549T179 439Q174 411 174 354Q174 144 277 61Q327 20 385 20H389H391Q474 20 537 99Q603 188 603 354Q603 411 598 439Q577 592 467 647Z"></path><path data-c="48" d="M128 622Q121 629 117 631T101 634T58 637H25V683H36Q57 680 180 680Q315 680 324 683H335V637H302Q262 636 251 634T233 622L232 500V378H517V622Q510 629 506 631T490 634T447 637H414V683H425Q446 680 569 680Q704 680 713 683H724V637H691Q651 636 640 634T622 622V61Q628 51 639 49T691 46H724V0H713Q692 3 569 3Q434 3 425 0H414V46H447Q489 47 498 49T517 61V332H232V197L233 61Q239 51 250 49T302 46H335V0H324Q303 3 180 3Q45 3 36 0H25V46H58Q100 47 109 49T128 61V622Z" transform="translate(778,0)"></path></g></g><g data-mml-node="mo" transform="translate(3825.6,0)"><path data-c="29" d="M60 749L64 750Q69 750 74 750H86L114 726Q208 641 251 514T294 250Q294 182 284 119T261 12T224 -76T186 -143T145 -194T113 -227T90 -246Q87 -249 86 -250H74Q66 -250 63 -250T58 -247T55 -238Q56 -237 66 -225Q221 -64 221 250T66 725Q56 737 55 738Q55 746 60 749Z"></path></g></g></g></g></svg></mjx-container></span> and make a sketch of the molecule.</li> </ol> <h2 type="section" data-unnumbered="true" id="molecular-shape-and-polarity" class="section-title"> MOLECULAR SHAPE AND POLARITY</h2> <ul> <li>Earlier we discussed polar bond. Entire molecules can also be polar, depending on their shape and the nature of their bonds. For example, if a diatomic molecule has a polar bond, the molecule as a whole would be polar.<br /> <figure style="text-align: center"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-10.jpg?height=330&width=353&top_left_y=575&top_left_x=631" alt="" data-align="center" /></figure><br /> <figure style="text-align: center"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-10.jpg?height=231&width=684&top_left_y=657&top_left_x=1093" alt="" data-align="center" /></figure></li> <li>In polyatomic molecules, presence of polar bonds may or may not result in a polar molecule, depending on the molecular geometry. If the molecular geometry is such that the dipole moments of individual polar bonds sum together to a net dipole moment, then the molecule will be polar. But if the molecular geometry is such that the dipole moments of the individual polar bonds cancel each other and sum to zero, then the molecule will be nonpolar.</li> <li>For example, the polar <span class="math-inline "> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.186ex;" width="6.223ex" height="1.781ex" role="img" focusable="false" viewbox="0 -705 2750.4 787"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="TeXAtom" data-mjx-texclass="ORD"><g data-mml-node="mi"><path data-c="4F" d="M56 340Q56 423 86 494T164 610T270 680T388 705Q521 705 621 601T722 341Q722 260 693 191T617 75T510 4T388 -22T267 3T160 74T85 189T56 340ZM467 647Q426 665 388 665Q360 665 331 654T269 620T213 549T179 439Q174 411 174 354Q174 144 277 61Q327 20 385 20H389H391Q474 20 537 99Q603 188 603 354Q603 411 598 439Q577 592 467 647Z"></path></g></g><g data-mml-node="mo" transform="translate(1000.2,0)"><path data-c="2212" d="M84 237T84 250T98 270H679Q694 262 694 250T679 230H98Q84 237 84 250Z"></path></g><g data-mml-node="TeXAtom" data-mjx-texclass="ORD" transform="translate(2000.4,0)"><g data-mml-node="mi"><path data-c="48" d="M128 622Q121 629 117 631T101 634T58 637H25V683H36Q57 680 180 680Q315 680 324 683H335V637H302Q262 636 251 634T233 622L232 500V378H517V622Q510 629 506 631T490 634T447 637H414V683H425Q446 680 569 680Q704 680 713 683H724V637H691Q651 636 640 634T622 622V61Q628 51 639 49T691 46H724V0H713Q692 3 569 3Q434 3 425 0H414V46H447Q489 47 498 49T517 61V332H232V197L233 61Q239 51 250 49T302 46H335V0H324Q303 3 180 3Q45 3 36 0H25V46H58Q100 47 109 49T128 61V622Z"></path></g></g></g></g></svg></mjx-container></span> bonds of water do not cancel one another due to its bent shape and lead to a net dipole moment, making water a polar molecule.</li> </ul> <div>Net dipole moment<br /> <figure style="text-align: center"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-10.jpg?height=194&width=293&top_left_y=1607&top_left_x=885" alt="" data-align="center" /></figure><br /> <figure style="text-align: center"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-10.jpg?height=166&width=185&top_left_y=1628&top_left_x=1319" alt="" data-align="center" /></figure></div> <ul> <li>On the other hand, the polar <span class="math-inline "> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.186ex;" width="6.411ex" height="1.781ex" role="img" focusable="false" viewbox="0 -705 2833.6 787"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="TeXAtom" data-mjx-texclass="ORD"><g data-mml-node="mi"><path data-c="43" d="M56 342Q56 428 89 500T174 615T283 681T391 705Q394 705 400 705T408 704Q499 704 569 636L582 624L612 663Q639 700 643 704Q644 704 647 704T653 705H657Q660 705 666 699V419L660 413H626Q620 419 619 430Q610 512 571 572T476 651Q457 658 426 658Q322 658 252 588Q173 509 173 342Q173 221 211 151Q232 111 263 84T328 45T384 29T428 24Q517 24 571 93T626 244Q626 251 632 257H660L666 251V236Q661 133 590 56T403 -21Q262 -21 159 83T56 342Z"></path></g></g><g data-mml-node="mo" transform="translate(999.8,0)"><path data-c="3D" d="M56 347Q56 360 70 367H707Q722 359 722 347Q722 336 708 328L390 327H72Q56 332 56 347ZM56 153Q56 168 72 173H708Q722 163 722 153Q722 140 707 133H70Q56 140 56 153Z"></path></g><g data-mml-node="TeXAtom" data-mjx-texclass="ORD" transform="translate(2055.6,0)"><g data-mml-node="mi"><path data-c="4F" d="M56 340Q56 423 86 494T164 610T270 680T388 705Q521 705 621 601T722 341Q722 260 693 191T617 75T510 4T388 -22T267 3T160 74T85 189T56 340ZM467 647Q426 665 388 665Q360 665 331 654T269 620T213 549T179 439Q174 411 174 354Q174 144 277 61Q327 20 385 20H389H391Q474 20 537 99Q603 188 603 354Q603 411 598 439Q577 592 467 647Z"></path></g></g></g></g></svg></mjx-container></span> bonds in <span class="math-inline "> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.339ex;" width="4.381ex" height="1.934ex" role="img" focusable="false" viewbox="0 -705 1936.6 855"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="msub"><g data-mml-node="TeXAtom" data-mjx-texclass="ORD"><g data-mml-node="mi"><path data-c="43" d="M56 342Q56 428 89 500T174 615T283 681T391 705Q394 705 400 705T408 704Q499 704 569 636L582 624L612 663Q639 700 643 704Q644 704 647 704T653 705H657Q660 705 666 699V419L660 413H626Q620 419 619 430Q610 512 571 572T476 651Q457 658 426 658Q322 658 252 588Q173 509 173 342Q173 221 211 151Q232 111 263 84T328 45T384 29T428 24Q517 24 571 93T626 244Q626 251 632 257H660L666 251V236Q661 133 590 56T403 -21Q262 -21 159 83T56 342Z"></path><path data-c="4F" d="M56 340Q56 423 86 494T164 610T270 680T388 705Q521 705 621 601T722 341Q722 260 693 191T617 75T510 4T388 -22T267 3T160 74T85 189T56 340ZM467 647Q426 665 388 665Q360 665 331 654T269 620T213 549T179 439Q174 411 174 354Q174 144 277 61Q327 20 385 20H389H391Q474 20 537 99Q603 188 603 354Q603 411 598 439Q577 592 467 647Z" transform="translate(722,0)"></path></g></g><g data-mml-node="TeXAtom" transform="translate(1533,-150) scale(0.707)" data-mjx-texclass="ORD"><g data-mml-node="mn"><path data-c="32" d="M109 429Q82 429 66 447T50 491Q50 562 103 614T235 666Q326 666 387 610T449 465Q449 422 429 383T381 315T301 241Q265 210 201 149L142 93L218 92Q375 92 385 97Q392 99 409 186V189H449V186Q448 183 436 95T421 3V0H50V19V31Q50 38 56 46T86 81Q115 113 136 137Q145 147 170 174T204 211T233 244T261 278T284 308T305 340T320 369T333 401T340 431T343 464Q343 527 309 573T212 619Q179 619 154 602T119 569T109 550Q109 549 114 549Q132 549 151 535T170 489Q170 464 154 447T109 429Z"></path></g></g></g></g></g></svg></mjx-container></span> cancel one another due to its linear shape and lead to no net dipole moment, making <span class="math-inline "> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.339ex;" width="4.381ex" height="1.934ex" role="img" focusable="false" viewbox="0 -705 1936.6 855"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="msub"><g data-mml-node="TeXAtom" data-mjx-texclass="ORD"><g data-mml-node="mi"><path data-c="43" d="M56 342Q56 428 89 500T174 615T283 681T391 705Q394 705 400 705T408 704Q499 704 569 636L582 624L612 663Q639 700 643 704Q644 704 647 704T653 705H657Q660 705 666 699V419L660 413H626Q620 419 619 430Q610 512 571 572T476 651Q457 658 426 658Q322 658 252 588Q173 509 173 342Q173 221 211 151Q232 111 263 84T328 45T384 29T428 24Q517 24 571 93T626 244Q626 251 632 257H660L666 251V236Q661 133 590 56T403 -21Q262 -21 159 83T56 342Z"></path><path data-c="4F" d="M56 340Q56 423 86 494T164 610T270 680T388 705Q521 705 621 601T722 341Q722 260 693 191T617 75T510 4T388 -22T267 3T160 74T85 189T56 340ZM467 647Q426 665 388 665Q360 665 331 654T269 620T213 549T179 439Q174 411 174 354Q174 144 277 61Q327 20 385 20H389H391Q474 20 537 99Q603 188 603 354Q603 411 598 439Q577 592 467 647Z" transform="translate(722,0)"></path></g></g><g data-mml-node="TeXAtom" transform="translate(1533,-150) scale(0.707)" data-mjx-texclass="ORD"><g data-mml-node="mn"><path data-c="32" d="M109 429Q82 429 66 447T50 491Q50 562 103 614T235 666Q326 666 387 610T449 465Q449 422 429 383T381 315T301 241Q265 210 201 149L142 93L218 92Q375 92 385 97Q392 99 409 186V189H449V186Q448 183 436 95T421 3V0H50V19V31Q50 38 56 46T86 81Q115 113 136 137Q145 147 170 174T204 211T233 244T261 278T284 308T305 340T320 369T333 401T340 431T343 464Q343 527 309 573T212 619Q179 619 154 602T119 569T109 550Q109 549 114 549Q132 549 151 535T170 489Q170 464 154 447T109 429Z"></path></g></g></g></g></g></svg></mjx-container></span> a nonpolar molecule.<br /> <figure style="text-align: center"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-10.jpg?height=253&width=369&top_left_y=2053&top_left_x=850" alt="" data-align="center" /></figure><br /> <figure style="text-align: center"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-10.jpg?height=162&width=272&top_left_y=2131&top_left_x=1323" alt="" data-align="center" /></figure></li> </ul> <h2 type="section" data-unnumbered="true" id="molecular-shape-and-polarity-2" class="section-title"> MOLECULAR SHAPE AND POLARITY</h2> <ul> <li>To determine the polarity of a molecule,</li> <li>Draw the Lewis structure for the molecule and determine its molecular geometry.</li> <li>Determine if the molecule contains polar bonds. The bond is polar if the two bonding atoms have sufficienctly different electronegativities. The dipole moment for each bond can be represented as a vector with its length proportional to the magnitude of the <span class="math-inline "> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: 0;" width="5.249ex" height="1.62ex" role="img" focusable="false" viewbox="0 -716 2320 716"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="mi"><path data-c="25B3" d="M75 0L72 2Q69 3 67 5T62 11T59 20Q59 24 62 30Q65 37 245 370T428 707Q428 708 430 710T436 714T444 716Q451 716 455 712Q459 710 644 368L828 27V20Q828 7 814 0H75ZM610 347L444 653Q443 653 278 347T113 40H775Q775 42 610 347Z"></path></g><g data-mml-node="TeXAtom" data-mjx-texclass="ORD" transform="translate(889,0)"><g data-mml-node="mi"><path data-c="45" d="M128 619Q121 626 117 628T101 631T58 634H25V680H597V676Q599 670 611 560T625 444V440H585V444Q584 447 582 465Q578 500 570 526T553 571T528 601T498 619T457 629T411 633T353 634Q266 634 251 633T233 622Q233 622 233 621Q232 619 232 497V376H286Q359 378 377 385Q413 401 416 469Q416 471 416 473V493H456V213H416V233Q415 268 408 288T383 317T349 328T297 330Q290 330 286 330H232V196V114Q232 57 237 52Q243 47 289 47H340H391Q428 47 452 50T505 62T552 92T584 146Q594 172 599 200T607 247T612 270V273H652V270Q651 267 632 137T610 3V0H25V46H58Q100 47 109 49T128 61V619Z"></path><path data-c="4E" d="M42 46Q74 48 94 56T118 69T128 86V634H124Q114 637 52 637H25V683H232L235 680Q237 679 322 554T493 303L578 178V598Q572 608 568 613T544 627T492 637H475V683H483Q498 680 600 680Q706 680 715 683H724V637H707Q634 633 622 598L621 302V6L614 0H600Q585 0 582 3T481 150T282 443T171 605V345L172 86Q183 50 257 46H274V0H265Q250 3 150 3Q48 3 33 0H25V46H42Z" transform="translate(681,0)"></path></g></g></g></g></svg></mjx-container></span>.</li> <li>Determine if the polar bonds add together to form a net dipole moment. Sum the dipole moment vectors together. If the vectors sum to zero, the molecule is nonpolar. If the vectors sum to a net vector, the molecule is polar.</li> <li>Some common molecular geometries and polarities are shown below. Note that in all cases which dipoles of two or more bonds cancel, the bond are assumed to be identical. If one or more of the bonds are different from the other(s), the dipoles will not cancel and the molecule will be polar.<br /> <figure style="text-align: center"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-11.jpg?height=1232&width=1286&top_left_y=1207&top_left_x=573" alt="" data-align="center" /></figure></li> </ul> <h2 type="section" data-unnumbered="true" id="molecular-shape-and-polarity-3" class="section-title"> MOLECULAR SHAPE AND POLARITY</h2> <div>Examples:</div> <ol> <li>Determine whether each molecule shown below is polar or nonpolar:<br /> a) <span class="math-inline "> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.339ex;" width="4.225ex" height="1.934ex" role="img" focusable="false" viewbox="0 -705 1867.6 855"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="msub"><g data-mml-node="TeXAtom" data-mjx-texclass="ORD"><g data-mml-node="mi"><path data-c="4F" d="M56 340Q56 423 86 494T164 610T270 680T388 705Q521 705 621 601T722 341Q722 260 693 191T617 75T510 4T388 -22T267 3T160 74T85 189T56 340ZM467 647Q426 665 388 665Q360 665 331 654T269 620T213 549T179 439Q174 411 174 354Q174 144 277 61Q327 20 385 20H389H391Q474 20 537 99Q603 188 603 354Q603 411 598 439Q577 592 467 647Z"></path><path data-c="46" d="M128 619Q121 626 117 628T101 631T58 634H25V680H582V676Q584 670 596 560T610 444V440H570V444Q563 493 561 501Q555 538 543 563T516 601T477 622T431 631T374 633H334H286Q252 633 244 631T233 621Q232 619 232 490V363H284Q287 363 303 363T327 364T349 367T372 373T389 385Q407 403 410 459V480H450V200H410V221Q407 276 389 296Q381 303 371 307T348 313T327 316T303 317T284 317H232V189L233 61Q240 54 245 52T270 48T333 46H360V0H348Q324 3 182 3Q51 3 36 0H25V46H58Q100 47 109 49T128 61V619Z" transform="translate(778,0)"></path></g></g><g data-mml-node="TeXAtom" transform="translate(1464,-150) scale(0.707)" data-mjx-texclass="ORD"><g data-mml-node="mn"><path data-c="32" d="M109 429Q82 429 66 447T50 491Q50 562 103 614T235 666Q326 666 387 610T449 465Q449 422 429 383T381 315T301 241Q265 210 201 149L142 93L218 92Q375 92 385 97Q392 99 409 186V189H449V186Q448 183 436 95T421 3V0H50V19V31Q50 38 56 46T86 81Q115 113 136 137Q145 147 170 174T204 211T233 244T261 278T284 308T305 340T320 369T333 401T340 431T343 464Q343 527 309 573T212 619Q179 619 154 602T119 569T109 550Q109 549 114 549Q132 549 151 535T170 489Q170 464 154 447T109 429Z"></path></g></g></g></g></g></svg></mjx-container></span><br /> b) <span class="math-inline "> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.339ex;" width="5.859ex" height="1.934ex" role="img" focusable="false" viewbox="0 -705 2589.6 855"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="msub"><g data-mml-node="TeXAtom" data-mjx-texclass="ORD"><g data-mml-node="mi"><path data-c="43" d="M56 342Q56 428 89 500T174 615T283 681T391 705Q394 705 400 705T408 704Q499 704 569 636L582 624L612 663Q639 700 643 704Q644 704 647 704T653 705H657Q660 705 666 699V419L660 413H626Q620 419 619 430Q610 512 571 572T476 651Q457 658 426 658Q322 658 252 588Q173 509 173 342Q173 221 211 151Q232 111 263 84T328 45T384 29T428 24Q517 24 571 93T626 244Q626 251 632 257H660L666 251V236Q661 133 590 56T403 -21Q262 -21 159 83T56 342Z"></path><path data-c="4F" d="M56 340Q56 423 86 494T164 610T270 680T388 705Q521 705 621 601T722 341Q722 260 693 191T617 75T510 4T388 -22T267 3T160 74T85 189T56 340ZM467 647Q426 665 388 665Q360 665 331 654T269 620T213 549T179 439Q174 411 174 354Q174 144 277 61Q327 20 385 20H389H391Q474 20 537 99Q603 188 603 354Q603 411 598 439Q577 592 467 647Z" transform="translate(722,0)"></path><path data-c="46" d="M128 619Q121 626 117 628T101 631T58 634H25V680H582V676Q584 670 596 560T610 444V440H570V444Q563 493 561 501Q555 538 543 563T516 601T477 622T431 631T374 633H334H286Q252 633 244 631T233 621Q232 619 232 490V363H284Q287 363 303 363T327 364T349 367T372 373T389 385Q407 403 410 459V480H450V200H410V221Q407 276 389 296Q381 303 371 307T348 313T327 316T303 317T284 317H232V189L233 61Q240 54 245 52T270 48T333 46H360V0H348Q324 3 182 3Q51 3 36 0H25V46H58Q100 47 109 49T128 61V619Z" transform="translate(1500,0)"></path></g></g><g data-mml-node="TeXAtom" transform="translate(2186,-150) scale(0.707)" data-mjx-texclass="ORD"><g data-mml-node="mn"><path data-c="32" d="M109 429Q82 429 66 447T50 491Q50 562 103 614T235 666Q326 666 387 610T449 465Q449 422 429 383T381 315T301 241Q265 210 201 149L142 93L218 92Q375 92 385 97Q392 99 409 186V189H449V186Q448 183 436 95T421 3V0H50V19V31Q50 38 56 46T86 81Q115 113 136 137Q145 147 170 174T204 211T233 244T261 278T284 308T305 340T320 369T333 401T340 431T343 464Q343 527 309 573T212 619Q179 619 154 602T119 569T109 550Q109 549 114 549Q132 549 151 535T170 489Q170 464 154 447T109 429Z"></path></g></g></g></g></g></svg></mjx-container></span> ( C is central atom)<br /> c) <span class="math-inline "> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.339ex;" width="5.166ex" height="1.885ex" role="img" focusable="false" viewbox="0 -683 2283.6 833"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="msub"><g data-mml-node="TeXAtom" data-mjx-texclass="ORD"><g data-mml-node="mi"><path data-c="58" d="M270 0Q252 3 141 3Q46 3 31 0H23V46H40Q129 50 161 88Q165 94 244 216T324 339Q324 341 235 480T143 622Q133 631 119 634T57 637H37V683H46Q64 680 172 680Q297 680 318 683H329V637H324Q307 637 286 632T263 621Q263 618 322 525T384 431Q385 431 437 511T489 593Q490 595 490 599Q490 611 477 622T436 637H428V683H437Q455 680 566 680Q661 680 676 683H684V637H667Q585 634 551 599Q548 596 478 491Q412 388 412 387Q412 385 514 225T620 62Q628 53 642 50T695 46H726V0H717Q699 3 591 3Q466 3 445 0H434V46H440Q454 46 476 51T499 64Q499 67 463 124T390 238L353 295L350 292Q348 290 343 283T331 265T312 236T286 195Q219 88 218 84Q218 70 234 59T272 46H280V0H270Z"></path><path data-c="65" d="M28 218Q28 273 48 318T98 391T163 433T229 448Q282 448 320 430T378 380T406 316T415 245Q415 238 408 231H126V216Q126 68 226 36Q246 30 270 30Q312 30 342 62Q359 79 369 104L379 128Q382 131 395 131H398Q415 131 415 121Q415 117 412 108Q393 53 349 21T250 -11Q155 -11 92 58T28 218ZM333 275Q322 403 238 411H236Q228 411 220 410T195 402T166 381T143 340T127 274V267H333V275Z" transform="translate(750,0)"></path><path data-c="46" d="M128 619Q121 626 117 628T101 631T58 634H25V680H582V676Q584 670 596 560T610 444V440H570V444Q563 493 561 501Q555 538 543 563T516 601T477 622T431 631T374 633H334H286Q252 633 244 631T233 621Q232 619 232 490V363H284Q287 363 303 363T327 364T349 367T372 373T389 385Q407 403 410 459V480H450V200H410V221Q407 276 389 296Q381 303 371 307T348 313T327 316T303 317T284 317H232V189L233 61Q240 54 245 52T270 48T333 46H360V0H348Q324 3 182 3Q51 3 36 0H25V46H58Q100 47 109 49T128 61V619Z" transform="translate(1194,0)"></path></g></g><g data-mml-node="TeXAtom" transform="translate(1880,-150) scale(0.707)" data-mjx-texclass="ORD"><g data-mml-node="mn"><path data-c="34" d="M462 0Q444 3 333 3Q217 3 199 0H190V46H221Q241 46 248 46T265 48T279 53T286 61Q287 63 287 115V165H28V211L179 442Q332 674 334 675Q336 677 355 677H373L379 671V211H471V165H379V114Q379 73 379 66T385 54Q393 47 442 46H471V0H462ZM293 211V545L74 212L183 211H293Z"></path></g></g></g></g></g></svg></mjx-container></span></li> <li>The <span class="math-inline "> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.375ex;" width="4.006ex" height="1.92ex" role="img" focusable="false" viewbox="0 -683 1770.6 848.6"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="msub"><g data-mml-node="TeXAtom" data-mjx-texclass="ORD"><g data-mml-node="mi"><path data-c="50" d="M130 622Q123 629 119 631T103 634T60 637H27V683H214Q237 683 276 683T331 684Q419 684 471 671T567 616Q624 563 624 489Q624 421 573 372T451 307Q429 302 328 301H234V181Q234 62 237 58Q245 47 304 46H337V0H326Q305 3 182 3Q47 3 38 0H27V46H60Q102 47 111 49T130 61V622ZM507 488Q507 514 506 528T500 564T483 597T450 620T397 635Q385 637 307 637H286Q237 637 234 628Q231 624 231 483V342H302H339Q390 342 423 349T481 382Q507 411 507 488Z"></path><path data-c="46" d="M128 619Q121 626 117 628T101 631T58 634H25V680H582V676Q584 670 596 560T610 444V440H570V444Q563 493 561 501Q555 538 543 563T516 601T477 622T431 631T374 633H334H286Q252 633 244 631T233 621Q232 619 232 490V363H284Q287 363 303 363T327 364T349 367T372 373T389 385Q407 403 410 459V480H450V200H410V221Q407 276 389 296Q381 303 371 307T348 313T327 316T303 317T284 317H232V189L233 61Q240 54 245 52T270 48T333 46H360V0H348Q324 3 182 3Q51 3 36 0H25V46H58Q100 47 109 49T128 61V619Z" transform="translate(681,0)"></path></g></g><g data-mml-node="TeXAtom" transform="translate(1367,-150) scale(0.707)" data-mjx-texclass="ORD"><g data-mml-node="mn"><path data-c="33" d="M127 463Q100 463 85 480T69 524Q69 579 117 622T233 665Q268 665 277 664Q351 652 390 611T430 522Q430 470 396 421T302 350L299 348Q299 347 308 345T337 336T375 315Q457 262 457 175Q457 96 395 37T238 -22Q158 -22 100 21T42 130Q42 158 60 175T105 193Q133 193 151 175T169 130Q169 119 166 110T159 94T148 82T136 74T126 70T118 67L114 66Q165 21 238 21Q293 21 321 74Q338 107 338 175V195Q338 290 274 322Q259 328 213 329L171 330L168 332Q166 335 166 348Q166 366 174 366Q202 366 232 371Q266 376 294 413T322 525V533Q322 590 287 612Q265 626 240 626Q208 626 181 615T143 592T132 580H135Q138 579 143 578T153 573T165 566T175 555T183 540T186 520Q186 498 172 481T127 463Z"></path></g></g></g></g></g></svg></mjx-container></span> molecule has a dipole moment of 1.3 D , but <span class="math-inline "> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.375ex;" width="4.067ex" height="1.92ex" role="img" focusable="false" viewbox="0 -683 1797.6 848.6"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="msub"><g data-mml-node="TeXAtom" data-mjx-texclass="ORD"><g data-mml-node="mi"><path data-c="42" d="M131 622Q124 629 120 631T104 634T61 637H28V683H229H267H346Q423 683 459 678T531 651Q574 627 599 590T624 512Q624 461 583 419T476 360L466 357Q539 348 595 302T651 187Q651 119 600 67T469 3Q456 1 242 0H28V46H61Q103 47 112 49T131 61V622ZM511 513Q511 560 485 594T416 636Q415 636 403 636T371 636T333 637Q266 637 251 636T232 628Q229 624 229 499V374H312L396 375L406 377Q410 378 417 380T442 393T474 417T499 456T511 513ZM537 188Q537 239 509 282T430 336L329 337H229V200V116Q229 57 234 52Q240 47 334 47H383Q425 47 443 53Q486 67 511 104T537 188Z"></path><path data-c="46" d="M128 619Q121 626 117 628T101 631T58 634H25V680H582V676Q584 670 596 560T610 444V440H570V444Q563 493 561 501Q555 538 543 563T516 601T477 622T431 631T374 633H334H286Q252 633 244 631T233 621Q232 619 232 490V363H284Q287 363 303 363T327 364T349 367T372 373T389 385Q407 403 410 459V480H450V200H410V221Q407 276 389 296Q381 303 371 307T348 313T327 316T303 317T284 317H232V189L233 61Q240 54 245 52T270 48T333 46H360V0H348Q324 3 182 3Q51 3 36 0H25V46H58Q100 47 109 49T128 61V619Z" transform="translate(708,0)"></path></g></g><g data-mml-node="TeXAtom" transform="translate(1394,-150) scale(0.707)" data-mjx-texclass="ORD"><g data-mml-node="mn"><path data-c="33" d="M127 463Q100 463 85 480T69 524Q69 579 117 622T233 665Q268 665 277 664Q351 652 390 611T430 522Q430 470 396 421T302 350L299 348Q299 347 308 345T337 336T375 315Q457 262 457 175Q457 96 395 37T238 -22Q158 -22 100 21T42 130Q42 158 60 175T105 193Q133 193 151 175T169 130Q169 119 166 110T159 94T148 82T136 74T126 70T118 67L114 66Q165 21 238 21Q293 21 321 74Q338 107 338 175V195Q338 290 274 322Q259 328 213 329L171 330L168 332Q166 335 166 348Q166 366 174 366Q202 366 232 371Q266 376 294 413T322 525V533Q322 590 287 612Q265 626 240 626Q208 626 181 615T143 592T132 580H135Q138 579 143 578T153 573T165 566T175 555T183 540T186 520Q186 498 172 481T127 463Z"></path></g></g></g></g></g></svg></mjx-container></span> has a dipole moment of zero. How can this difference be explained?</li> </ol> <h2 type="section" data-unnumbered="true" id="valence-bond-theory" class="section-title"> VALENCE BOND THEORY</h2> <ul> <li>In the Lewis model, "dots" are used to represent electrons as they are transferred or shared between bonding atoms. Based on quantum mechanical theory, however, such a treatment is oversimplification.</li> <li>More advance bonding theories treat electrons in a quantum mechanical manner, and are actually extensions of quantum mechanics, applied to molecules. One such theory is the valence bond (VB) theory. A quantitative treatment of this theory is not the scope of this course. However, a qualitative description of the theory is discussed in this section.</li> <li>According to valence bond theory, electrons reside in quantum mechanical orbitals localized on individual atoms. In many cases, these orbitals are the standard s, p, d, and f orbitals we discussed earlier in Chapter 7. In other cases, these orbitals are hybridized atomic orbitals, a kind of blend or combination of two or more standard orbitals.</li> <li>When two atoms approach each other, the electrons and nucleus of one atom interact with the electrons and nucleus of the other atom. In VB theory, the effect of these interactions on the energies of the electrons are calculated. If the energy of the system is lowered because of the interactions, then the chemical bond is formed. If the energy of the system is raised by the interactions, then the chemical bond does not form.</li> <li>For example, as the diagram below shows, the potential energy of two hydrogen atoms is lowest when they are separated by a distance that allows their 1s orbitals substantial overlap without too much repulsion between their nuclei. This distance, at which the system is most stable, is the bond length of the <span class="math-inline "> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.339ex;" width="2.685ex" height="1.885ex" role="img" focusable="false" viewbox="0 -683 1186.6 833"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="msub"><g data-mml-node="TeXAtom" data-mjx-texclass="ORD"><g data-mml-node="mi"><path data-c="48" d="M128 622Q121 629 117 631T101 634T58 637H25V683H36Q57 680 180 680Q315 680 324 683H335V637H302Q262 636 251 634T233 622L232 500V378H517V622Q510 629 506 631T490 634T447 637H414V683H425Q446 680 569 680Q704 680 713 683H724V637H691Q651 636 640 634T622 622V61Q628 51 639 49T691 46H724V0H713Q692 3 569 3Q434 3 425 0H414V46H447Q489 47 498 49T517 61V332H232V197L233 61Q239 51 250 49T302 46H335V0H324Q303 3 180 3Q45 3 36 0H25V46H58Q100 47 109 49T128 61V622Z"></path></g></g><g data-mml-node="TeXAtom" transform="translate(783,-150) scale(0.707)" data-mjx-texclass="ORD"><g data-mml-node="mn"><path data-c="32" d="M109 429Q82 429 66 447T50 491Q50 562 103 614T235 666Q326 666 387 610T449 465Q449 422 429 383T381 315T301 241Q265 210 201 149L142 93L218 92Q375 92 385 97Q392 99 409 186V189H449V186Q448 183 436 95T421 3V0H50V19V31Q50 38 56 46T86 81Q115 113 136 137Q145 147 170 174T204 211T233 244T261 278T284 308T305 340T320 369T333 401T340 431T343 464Q343 527 309 573T212 619Q179 619 154 602T119 569T109 550Q109 549 114 549Q132 549 151 535T170 489Q170 464 154 447T109 429Z"></path></g></g></g></g></g></svg></mjx-container></span> molecule.<br /> <figure style="text-align: center"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-13.jpg?height=693&width=893&top_left_y=1574&top_left_x=794" alt="" data-align="center" /></figure></li> </ul> <h2 type="section" data-unnumbered="true" id="valence-bond-theory-2" class="section-title"> VALENCE BOND THEORY</h2> <ul> <li>When the concepts of VB theory are applied to a number of atoms and their corresponding molecules, the following general observation is found:</li> <li>The interaction energy is usually negative (or stabilizing) when the interacting atomic orbitals contain a total of two electrons (oriented with opposing spins).</li> <li>Most commonly, the two electrons come from two half-filled orbitals, but in some cases, the two electrons come from one filled orbital overlapping with a completely empty orbital (called coordinate covalent bond).</li> <li>Applying the principles above to explain the bonding in <span class="math-inline "> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.339ex;" width="4.508ex" height="1.934ex" role="img" focusable="false" viewbox="0 -705 1992.6 855"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="msub"><g data-mml-node="TeXAtom" data-mjx-texclass="ORD"><g data-mml-node="mi"><path data-c="48" d="M128 622Q121 629 117 631T101 634T58 637H25V683H36Q57 680 180 680Q315 680 324 683H335V637H302Q262 636 251 634T233 622L232 500V378H517V622Q510 629 506 631T490 634T447 637H414V683H425Q446 680 569 680Q704 680 713 683H724V637H691Q651 636 640 634T622 622V61Q628 51 639 49T691 46H724V0H713Q692 3 569 3Q434 3 425 0H414V46H447Q489 47 498 49T517 61V332H232V197L233 61Q239 51 250 49T302 46H335V0H324Q303 3 180 3Q45 3 36 0H25V46H58Q100 47 109 49T128 61V622Z"></path></g></g><g data-mml-node="TeXAtom" transform="translate(783,-150) scale(0.707)" data-mjx-texclass="ORD"><g data-mml-node="mn"><path data-c="32" d="M109 429Q82 429 66 447T50 491Q50 562 103 614T235 666Q326 666 387 610T449 465Q449 422 429 383T381 315T301 241Q265 210 201 149L142 93L218 92Q375 92 385 97Q392 99 409 186V189H449V186Q448 183 436 95T421 3V0H50V19V31Q50 38 56 46T86 81Q115 113 136 137Q145 147 170 174T204 211T233 244T261 278T284 308T305 340T320 369T333 401T340 431T343 464Q343 527 309 573T212 619Q179 619 154 602T119 569T109 550Q109 549 114 549Q132 549 151 535T170 489Q170 464 154 447T109 429Z"></path></g></g></g><g data-mml-node="TeXAtom" data-mjx-texclass="ORD" transform="translate(1186.6,0)"><g data-mml-node="mtext"><path data-c="A0" d=""></path></g><g data-mml-node="mi" transform="translate(250,0)"><path data-c="53" d="M55 507Q55 590 112 647T243 704H257Q342 704 405 641L426 672Q431 679 436 687T446 700L449 704Q450 704 453 704T459 705H463Q466 705 472 699V462L466 456H448Q437 456 435 459T430 479Q413 605 329 646Q292 662 254 662Q201 662 168 626T135 542Q135 508 152 480T200 435Q210 431 286 412T370 389Q427 367 463 314T500 191Q500 110 448 45T301 -21Q245 -21 201 -4T140 27L122 41Q118 36 107 21T87 -7T78 -21Q76 -22 68 -22H64Q61 -22 55 -16V101Q55 220 56 222Q58 227 76 227H89Q95 221 95 214Q95 182 105 151T139 90T205 42T305 24Q352 24 386 62T420 155Q420 198 398 233T340 281Q284 295 266 300Q261 301 239 306T206 314T174 325T141 343T112 367T85 402Q55 451 55 507Z"></path></g></g></g></g></svg></mjx-container></span> molecule shows how the half-filled 1s orbitals of the two H atoms overlap with the two half-filled 3p orbitals of to form the two bonds.<br /> <figure style="text-align: center"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-14.jpg?height=435&width=534&top_left_y=1050&top_left_x=487" alt="" data-align="center" /></figure><br /> <figure style="text-align: center"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-14.jpg?height=394&width=832&top_left_y=1065&top_left_x=1102" alt="" data-align="center" /></figure></li> <li>If the same principles above are applied to explain the bonding between C and H , one would predict that the half-filled 1s orbital from 2 H atoms overalp with the two halffilled 2p orbitals of C, forming two bonds between C and H.<br /> <figure style="text-align: center"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-14.jpg?height=444&width=988&top_left_y=1735&top_left_x=620" alt="" data-align="center" /></figure></li> <li>However, experimental results show that the stable compound formed between C and H is <span class="math-inline "> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.339ex;" width="4.318ex" height="1.934ex" role="img" focusable="false" viewbox="0 -705 1908.6 855"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="msub"><g data-mml-node="TeXAtom" data-mjx-texclass="ORD"><g data-mml-node="mi"><path data-c="43" d="M56 342Q56 428 89 500T174 615T283 681T391 705Q394 705 400 705T408 704Q499 704 569 636L582 624L612 663Q639 700 643 704Q644 704 647 704T653 705H657Q660 705 666 699V419L660 413H626Q620 419 619 430Q610 512 571 572T476 651Q457 658 426 658Q322 658 252 588Q173 509 173 342Q173 221 211 151Q232 111 263 84T328 45T384 29T428 24Q517 24 571 93T626 244Q626 251 632 257H660L666 251V236Q661 133 590 56T403 -21Q262 -21 159 83T56 342Z"></path><path data-c="48" d="M128 622Q121 629 117 631T101 634T58 637H25V683H36Q57 680 180 680Q315 680 324 683H335V637H302Q262 636 251 634T233 622L232 500V378H517V622Q510 629 506 631T490 634T447 637H414V683H425Q446 680 569 680Q704 680 713 683H724V637H691Q651 636 640 634T622 622V61Q628 51 639 49T691 46H724V0H713Q692 3 569 3Q434 3 425 0H414V46H447Q489 47 498 49T517 61V332H232V197L233 61Q239 51 250 49T302 46H335V0H324Q303 3 180 3Q45 3 36 0H25V46H58Q100 47 109 49T128 61V622Z" transform="translate(722,0)"></path></g></g><g data-mml-node="TeXAtom" transform="translate(1505,-150) scale(0.707)" data-mjx-texclass="ORD"><g data-mml-node="mn"><path data-c="34" d="M462 0Q444 3 333 3Q217 3 199 0H190V46H221Q241 46 248 46T265 48T279 53T286 61Q287 63 287 115V165H28V211L179 442Q332 674 334 675Q336 677 355 677H373L379 671V211H471V165H379V114Q379 73 379 66T385 54Q393 47 442 46H471V0H462ZM293 211V545L74 212L183 211H293Z"></path></g></g></g></g></g></svg></mjx-container></span> with bond angles of <span class="math-inline "> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.05ex;" width="6.142ex" height="1.649ex" role="img" focusable="false" viewbox="0 -707 2714.6 729"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="msup"><g data-mml-node="mn"><path data-c="31" d="M213 578L200 573Q186 568 160 563T102 556H83V602H102Q149 604 189 617T245 641T273 663Q275 666 285 666Q294 666 302 660V361L303 61Q310 54 315 52T339 48T401 46H427V0H416Q395 3 257 3Q121 3 100 0H88V46H114Q136 46 152 46T177 47T193 50T201 52T207 57T213 61V578Z"></path><path data-c="30" d="M96 585Q152 666 249 666Q297 666 345 640T423 548Q460 465 460 320Q460 165 417 83Q397 41 362 16T301 -15T250 -22Q224 -22 198 -16T137 16T82 83Q39 165 39 320Q39 494 96 585ZM321 597Q291 629 250 629Q208 629 178 597Q153 571 145 525T137 333Q137 175 145 125T181 46Q209 16 250 16Q290 16 318 46Q347 76 354 130T362 333Q362 478 354 524T321 597Z" transform="translate(500,0)"></path><path data-c="39" d="M352 287Q304 211 232 211Q154 211 104 270T44 396Q42 412 42 436V444Q42 537 111 606Q171 666 243 666Q245 666 249 666T257 665H261Q273 665 286 663T323 651T370 619T413 560Q456 472 456 334Q456 194 396 97Q361 41 312 10T208 -22Q147 -22 108 7T68 93T121 149Q143 149 158 135T173 96Q173 78 164 65T148 49T135 44L131 43Q131 41 138 37T164 27T206 22H212Q272 22 313 86Q352 142 352 280V287ZM244 248Q292 248 321 297T351 430Q351 508 343 542Q341 552 337 562T323 588T293 615T246 625Q208 625 181 598Q160 576 154 546T147 441Q147 358 152 329T172 282Q197 248 244 248Z" transform="translate(1000,0)"></path><path data-c="2E" d="M78 60Q78 84 95 102T138 120Q162 120 180 104T199 61Q199 36 182 18T139 0T96 17T78 60Z" transform="translate(1500,0)"></path><path data-c="35" d="M164 157Q164 133 148 117T109 101H102Q148 22 224 22Q294 22 326 82Q345 115 345 210Q345 313 318 349Q292 382 260 382H254Q176 382 136 314Q132 307 129 306T114 304Q97 304 95 310Q93 314 93 485V614Q93 664 98 664Q100 666 102 666Q103 666 123 658T178 642T253 634Q324 634 389 662Q397 666 402 666Q410 666 410 648V635Q328 538 205 538Q174 538 149 544L139 546V374Q158 388 169 396T205 412T256 420Q337 420 393 355T449 201Q449 109 385 44T229 -22Q148 -22 99 32T50 154Q50 178 61 192T84 210T107 214Q132 214 148 197T164 157Z" transform="translate(1778,0)"></path></g><g data-mml-node="TeXAtom" transform="translate(2311,393.1) scale(0.707)" data-mjx-texclass="ORD"><g data-mml-node="mo"><path data-c="2218" d="M55 251Q55 328 112 386T249 444T386 388T444 249Q444 171 388 113T250 55Q170 55 113 112T55 251ZM245 403Q188 403 142 361T96 250Q96 183 141 140T250 96Q284 96 313 109T354 135T375 160Q403 197 403 250Q403 313 360 358T245 403Z"></path></g></g></g></g></g></svg></mjx-container></span>. These observations deviate from the prediction in two ways: 1) Carbon forms 4 bonds with hydrogen , not two; 2 ) bond angles between atoms is larger than the one predicted between two p orbitals ( <span class="math-inline "> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.05ex;" width="3.25ex" height="1.649ex" role="img" focusable="false" viewbox="0 -707 1436.6 729"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="msup"><g data-mml-node="mn"><path data-c="39" d="M352 287Q304 211 232 211Q154 211 104 270T44 396Q42 412 42 436V444Q42 537 111 606Q171 666 243 666Q245 666 249 666T257 665H261Q273 665 286 663T323 651T370 619T413 560Q456 472 456 334Q456 194 396 97Q361 41 312 10T208 -22Q147 -22 108 7T68 93T121 149Q143 149 158 135T173 96Q173 78 164 65T148 49T135 44L131 43Q131 41 138 37T164 27T206 22H212Q272 22 313 86Q352 142 352 280V287ZM244 248Q292 248 321 297T351 430Q351 508 343 542Q341 552 337 562T323 588T293 615T246 625Q208 625 181 598Q160 576 154 546T147 441Q147 358 152 329T172 282Q197 248 244 248Z"></path><path data-c="30" d="M96 585Q152 666 249 666Q297 666 345 640T423 548Q460 465 460 320Q460 165 417 83Q397 41 362 16T301 -15T250 -22Q224 -22 198 -16T137 16T82 83Q39 165 39 320Q39 494 96 585ZM321 597Q291 629 250 629Q208 629 178 597Q153 571 145 525T137 333Q137 175 145 125T181 46Q209 16 250 16Q290 16 318 46Q347 76 354 130T362 333Q362 478 354 524T321 597Z" transform="translate(500,0)"></path></g><g data-mml-node="TeXAtom" transform="translate(1033,393.1) scale(0.707)" data-mjx-texclass="ORD"><g data-mml-node="mo"><path data-c="2218" d="M55 251Q55 328 112 386T249 444T386 388T444 249Q444 171 388 113T250 55Q170 55 113 112T55 251ZM245 403Q188 403 142 361T96 250Q96 183 141 140T250 96Q284 96 313 109T354 135T375 160Q403 197 403 250Q403 313 360 358T245 403Z"></path></g></g></g></g></g></svg></mjx-container></span> ).<br /> <figure style="text-align: center"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-14.jpg?height=282&width=330&top_left_y=2148&top_left_x=1677" alt="" data-align="center" /></figure></li> </ul> <div>Observed reality</div> <h2 type="section" data-unnumbered="true" id="hybridization-of-atomic-orbitals" class="section-title"> HYBRIDIZATION OF ATOMIC ORBITALS</h2> <ul> <li>VB theory accounts for the bonding in <span class="math-inline "> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.339ex;" width="4.318ex" height="1.934ex" role="img" focusable="false" viewbox="0 -705 1908.6 855"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="msub"><g data-mml-node="TeXAtom" data-mjx-texclass="ORD"><g data-mml-node="mi"><path data-c="43" d="M56 342Q56 428 89 500T174 615T283 681T391 705Q394 705 400 705T408 704Q499 704 569 636L582 624L612 663Q639 700 643 704Q644 704 647 704T653 705H657Q660 705 666 699V419L660 413H626Q620 419 619 430Q610 512 571 572T476 651Q457 658 426 658Q322 658 252 588Q173 509 173 342Q173 221 211 151Q232 111 263 84T328 45T384 29T428 24Q517 24 571 93T626 244Q626 251 632 257H660L666 251V236Q661 133 590 56T403 -21Q262 -21 159 83T56 342Z"></path><path data-c="48" d="M128 622Q121 629 117 631T101 634T58 637H25V683H36Q57 680 180 680Q315 680 324 683H335V637H302Q262 636 251 634T233 622L232 500V378H517V622Q510 629 506 631T490 634T447 637H414V683H425Q446 680 569 680Q704 680 713 683H724V637H691Q651 636 640 634T622 622V61Q628 51 639 49T691 46H724V0H713Q692 3 569 3Q434 3 425 0H414V46H447Q489 47 498 49T517 61V332H232V197L233 61Q239 51 250 49T302 46H335V0H324Q303 3 180 3Q45 3 36 0H25V46H58Q100 47 109 49T128 61V622Z" transform="translate(722,0)"></path></g></g><g data-mml-node="TeXAtom" transform="translate(1505,-150) scale(0.707)" data-mjx-texclass="ORD"><g data-mml-node="mn"><path data-c="34" d="M462 0Q444 3 333 3Q217 3 199 0H190V46H221Q241 46 248 46T265 48T279 53T286 61Q287 63 287 115V165H28V211L179 442Q332 674 334 675Q336 677 355 677H373L379 671V211H471V165H379V114Q379 73 379 66T385 54Q393 47 442 46H471V0H462ZM293 211V545L74 212L183 211H293Z"></path></g></g></g></g></g></svg></mjx-container></span> and many other polyatomic molecules by incorporating an additional concept called orbital hybridization.</li> <li>Hybridization is a mathematical procedure in which the standard atomic orbitals are combined to form new atomic orbitals, called hybrid orbitals, that correspond more closely to the actual distribution of electrons in chemically bonded atoms.</li> <li>Hybrid orbitals are still localized on individual atoms, but they have different shapes and energies from those of standard atomic orbitals. In hybrid orbitals, the electron probability density is more concentrated in a single directional lobe, allowing greater overlap with the orbitals of other atoms.</li> <li>In VB theory, the chemical bond is the overlap of two orbitals that together contain two electrons. The greater the overlap, the stronger the bond and the lower the energy.</li> <li>The mathematical procedure for obtaining hybrid orbitals is beyond the scope of this course. However, the following general statements can be made regarding hybridization:</li> <li>The number of atomic orbitals added together always equals the number of hybrid orbitals formed. The total number of orbitals is conserved.</li> <li>The particular combination of standard atomic orbitals added together determines the shapes and energies of the hybrid orbitals.</li> <li>The particular type of hybridization that occurs is the one that yields the lowest overall energy for the molecule. To simplify this process, the electron geometries determined by VSEPR theory are used to predict the type of hybridization.</li> <li>Using the general concepts above, we can now account for the tetrahedral geometry of <span class="math-inline "> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.339ex;" width="4.318ex" height="1.934ex" role="img" focusable="false" viewbox="0 -705 1908.6 855"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="msub"><g data-mml-node="TeXAtom" data-mjx-texclass="ORD"><g data-mml-node="mi"><path data-c="43" d="M56 342Q56 428 89 500T174 615T283 681T391 705Q394 705 400 705T408 704Q499 704 569 636L582 624L612 663Q639 700 643 704Q644 704 647 704T653 705H657Q660 705 666 699V419L660 413H626Q620 419 619 430Q610 512 571 572T476 651Q457 658 426 658Q322 658 252 588Q173 509 173 342Q173 221 211 151Q232 111 263 84T328 45T384 29T428 24Q517 24 571 93T626 244Q626 251 632 257H660L666 251V236Q661 133 590 56T403 -21Q262 -21 159 83T56 342Z"></path><path data-c="48" d="M128 622Q121 629 117 631T101 634T58 637H25V683H36Q57 680 180 680Q315 680 324 683H335V637H302Q262 636 251 634T233 622L232 500V378H517V622Q510 629 506 631T490 634T447 637H414V683H425Q446 680 569 680Q704 680 713 683H724V637H691Q651 636 640 634T622 622V61Q628 51 639 49T691 46H724V0H713Q692 3 569 3Q434 3 425 0H414V46H447Q489 47 498 49T517 61V332H232V197L233 61Q239 51 250 49T302 46H335V0H324Q303 3 180 3Q45 3 36 0H25V46H58Q100 47 109 49T128 61V622Z" transform="translate(722,0)"></path></g></g><g data-mml-node="TeXAtom" transform="translate(1505,-150) scale(0.707)" data-mjx-texclass="ORD"><g data-mml-node="mn"><path data-c="34" d="M462 0Q444 3 333 3Q217 3 199 0H190V46H221Q241 46 248 46T265 48T279 53T286 61Q287 63 287 115V165H28V211L179 442Q332 674 334 675Q336 677 355 677H373L379 671V211H471V165H379V114Q379 73 379 66T385 54Q393 47 442 46H471V0H462ZM293 211V545L74 212L183 211H293Z"></path></g></g></g></g></g></svg></mjx-container></span> by hybridization of one 2s orbital and three 2p orbitals of the carbon atom.</li> <li>The four new hybrid orbitals that result are called <span class="math-inline "> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.439ex;" width="3.137ex" height="2.324ex" role="img" focusable="false" viewbox="0 -833.2 1386.6 1027.2"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="msup"><g data-mml-node="TeXAtom" data-mjx-texclass="ORD"><g data-mml-node="mi"><path data-c="73" d="M295 316Q295 356 268 385T190 414Q154 414 128 401Q98 382 98 349Q97 344 98 336T114 312T157 287Q175 282 201 278T245 269T277 256Q294 248 310 236T342 195T359 133Q359 71 321 31T198 -10H190Q138 -10 94 26L86 19L77 10Q71 4 65 -1L54 -11H46H42Q39 -11 33 -5V74V132Q33 153 35 157T45 162H54Q66 162 70 158T75 146T82 119T101 77Q136 26 198 26Q295 26 295 104Q295 133 277 151Q257 175 194 187T111 210Q75 227 54 256T33 318Q33 357 50 384T93 424T143 442T187 447H198Q238 447 268 432L283 424L292 431Q302 440 314 448H322H326Q329 448 335 442V310L329 304H301Q295 310 295 316Z"></path><path data-c="70" d="M36 -148H50Q89 -148 97 -134V-126Q97 -119 97 -107T97 -77T98 -38T98 6T98 55T98 106Q98 140 98 177T98 243T98 296T97 335T97 351Q94 370 83 376T38 385H20V408Q20 431 22 431L32 432Q42 433 61 434T98 436Q115 437 135 438T165 441T176 442H179V416L180 390L188 397Q247 441 326 441Q407 441 464 377T522 216Q522 115 457 52T310 -11Q242 -11 190 33L182 40V-45V-101Q182 -128 184 -134T195 -145Q216 -148 244 -148H260V-194H252L228 -193Q205 -192 178 -192T140 -191Q37 -191 28 -194H20V-148H36ZM424 218Q424 292 390 347T305 402Q234 402 182 337V98Q222 26 294 26Q345 26 384 80T424 218Z" transform="translate(394,0)"></path></g></g><g data-mml-node="TeXAtom" transform="translate(983,363) scale(0.707)" data-mjx-texclass="ORD"><g data-mml-node="mn"><path data-c="33" d="M127 463Q100 463 85 480T69 524Q69 579 117 622T233 665Q268 665 277 664Q351 652 390 611T430 522Q430 470 396 421T302 350L299 348Q299 347 308 345T337 336T375 315Q457 262 457 175Q457 96 395 37T238 -22Q158 -22 100 21T42 130Q42 158 60 175T105 193Q133 193 151 175T169 130Q169 119 166 110T159 94T148 82T136 74T126 70T118 67L114 66Q165 21 238 21Q293 21 321 74Q338 107 338 175V195Q338 290 274 322Q259 328 213 329L171 330L168 332Q166 335 166 348Q166 366 174 366Q202 366 232 371Q266 376 294 413T322 525V533Q322 590 287 612Q265 626 240 626Q208 626 181 615T143 592T132 580H135Q138 579 143 578T153 573T165 566T175 555T183 540T186 520Q186 498 172 481T127 463Z"></path></g></g></g></g></g></svg></mjx-container></span>. This hybridization process is shown in the energy diagram to the right.</li> <li>Carbon's four valence electrons occupy the four hybrid <span class="math-inline "> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.439ex;" width="3.137ex" height="2.324ex" role="img" focusable="false" viewbox="0 -833.2 1386.6 1027.2"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="msup"><g data-mml-node="TeXAtom" data-mjx-texclass="ORD"><g data-mml-node="mi"><path data-c="73" d="M295 316Q295 356 268 385T190 414Q154 414 128 401Q98 382 98 349Q97 344 98 336T114 312T157 287Q175 282 201 278T245 269T277 256Q294 248 310 236T342 195T359 133Q359 71 321 31T198 -10H190Q138 -10 94 26L86 19L77 10Q71 4 65 -1L54 -11H46H42Q39 -11 33 -5V74V132Q33 153 35 157T45 162H54Q66 162 70 158T75 146T82 119T101 77Q136 26 198 26Q295 26 295 104Q295 133 277 151Q257 175 194 187T111 210Q75 227 54 256T33 318Q33 357 50 384T93 424T143 442T187 447H198Q238 447 268 432L283 424L292 431Q302 440 314 448H322H326Q329 448 335 442V310L329 304H301Q295 310 295 316Z"></path><path data-c="70" d="M36 -148H50Q89 -148 97 -134V-126Q97 -119 97 -107T97 -77T98 -38T98 6T98 55T98 106Q98 140 98 177T98 243T98 296T97 335T97 351Q94 370 83 376T38 385H20V408Q20 431 22 431L32 432Q42 433 61 434T98 436Q115 437 135 438T165 441T176 442H179V416L180 390L188 397Q247 441 326 441Q407 441 464 377T522 216Q522 115 457 52T310 -11Q242 -11 190 33L182 40V-45V-101Q182 -128 184 -134T195 -145Q216 -148 244 -148H260V-194H252L228 -193Q205 -192 178 -192T140 -191Q37 -191 28 -194H20V-148H36ZM424 218Q424 292 390 347T305 402Q234 402 182 337V98Q222 26 294 26Q345 26 384 80T424 218Z" transform="translate(394,0)"></path></g></g><g data-mml-node="TeXAtom" transform="translate(983,363) scale(0.707)" data-mjx-texclass="ORD"><g data-mml-node="mn"><path data-c="33" d="M127 463Q100 463 85 480T69 524Q69 579 117 622T233 665Q268 665 277 664Q351 652 390 611T430 522Q430 470 396 421T302 350L299 348Q299 347 308 345T337 336T375 315Q457 262 457 175Q457 96 395 37T238 -22Q158 -22 100 21T42 130Q42 158 60 175T105 193Q133 193 151 175T169 130Q169 119 166 110T159 94T148 82T136 74T126 70T118 67L114 66Q165 21 238 21Q293 21 321 74Q338 107 338 175V195Q338 290 274 322Q259 328 213 329L171 330L168 332Q166 335 166 348Q166 366 174 366Q202 366 232 371Q266 376 294 413T322 525V533Q322 590 287 612Q265 626 240 626Q208 626 181 615T143 592T132 580H135Q138 579 143 578T153 573T165 566T175 555T183 540T186 520Q186 498 172 481T127 463Z"></path></g></g></g></g></g></svg></mjx-container></span> orbitals<br /> <figure style="text-align: center"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-15.jpg?height=352&width=938&top_left_y=1864&top_left_x=1050" alt="" data-align="center" /></figure><br /> singly with parallel spins (as dictated by Hund's rule).</li> </ul> <h2 type="section" data-unnumbered="true" id="hybridization-of-atomic-orbitals-2" class="section-title"> HYBRIDIZATION OF ATOMIC ORBITALS</h2> <ul> <li>With this electron configuration, carbon has four half-filled orbitals and can form four bonds with four hydrogen atoms. The resulting geometry of the overlapping orbitals is tetrahedral with angles of <span class="math-inline "> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.05ex;" width="6.142ex" height="1.649ex" role="img" focusable="false" viewbox="0 -707 2714.6 729"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="msup"><g data-mml-node="mn"><path data-c="31" d="M213 578L200 573Q186 568 160 563T102 556H83V602H102Q149 604 189 617T245 641T273 663Q275 666 285 666Q294 666 302 660V361L303 61Q310 54 315 52T339 48T401 46H427V0H416Q395 3 257 3Q121 3 100 0H88V46H114Q136 46 152 46T177 47T193 50T201 52T207 57T213 61V578Z"></path><path data-c="30" d="M96 585Q152 666 249 666Q297 666 345 640T423 548Q460 465 460 320Q460 165 417 83Q397 41 362 16T301 -15T250 -22Q224 -22 198 -16T137 16T82 83Q39 165 39 320Q39 494 96 585ZM321 597Q291 629 250 629Q208 629 178 597Q153 571 145 525T137 333Q137 175 145 125T181 46Q209 16 250 16Q290 16 318 46Q347 76 354 130T362 333Q362 478 354 524T321 597Z" transform="translate(500,0)"></path><path data-c="39" d="M352 287Q304 211 232 211Q154 211 104 270T44 396Q42 412 42 436V444Q42 537 111 606Q171 666 243 666Q245 666 249 666T257 665H261Q273 665 286 663T323 651T370 619T413 560Q456 472 456 334Q456 194 396 97Q361 41 312 10T208 -22Q147 -22 108 7T68 93T121 149Q143 149 158 135T173 96Q173 78 164 65T148 49T135 44L131 43Q131 41 138 37T164 27T206 22H212Q272 22 313 86Q352 142 352 280V287ZM244 248Q292 248 321 297T351 430Q351 508 343 542Q341 552 337 562T323 588T293 615T246 625Q208 625 181 598Q160 576 154 546T147 441Q147 358 152 329T172 282Q197 248 244 248Z" transform="translate(1000,0)"></path><path data-c="2E" d="M78 60Q78 84 95 102T138 120Q162 120 180 104T199 61Q199 36 182 18T139 0T96 17T78 60Z" transform="translate(1500,0)"></path><path data-c="35" d="M164 157Q164 133 148 117T109 101H102Q148 22 224 22Q294 22 326 82Q345 115 345 210Q345 313 318 349Q292 382 260 382H254Q176 382 136 314Q132 307 129 306T114 304Q97 304 95 310Q93 314 93 485V614Q93 664 98 664Q100 666 102 666Q103 666 123 658T178 642T253 634Q324 634 389 662Q397 666 402 666Q410 666 410 648V635Q328 538 205 538Q174 538 149 544L139 546V374Q158 388 169 396T205 412T256 420Q337 420 393 355T449 201Q449 109 385 44T229 -22Q148 -22 99 32T50 154Q50 178 61 192T84 210T107 214Q132 214 148 197T164 157Z" transform="translate(1778,0)"></path></g><g data-mml-node="TeXAtom" transform="translate(2311,393.1) scale(0.707)" data-mjx-texclass="ORD"><g data-mml-node="mo"><path data-c="2218" d="M55 251Q55 328 112 386T249 444T386 388T444 249Q444 171 388 113T250 55Q170 55 113 112T55 251ZM245 403Q188 403 142 361T96 250Q96 183 141 140T250 96Q284 96 313 109T354 135T375 160Q403 197 403 250Q403 313 360 358T245 403Z"></path></g></g></g></g></g></svg></mjx-container></span> between the orbitals.</li> </ul> <div>C<br /> <figure style="text-align: center"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-16.jpg?height=153&width=362&top_left_y=640&top_left_x=633" alt="" data-align="center" /></figure><br /> <figure style="text-align: center"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-16.jpg?height=308&width=352&top_left_y=502&top_left_x=1533" alt="" data-align="center" /></figure></div> <ul> <li>Hybridized orbitals can readily form chemical bonds because they tend to maximize overlap with other orbitals. However, if the central atom of a molecule contains lone pairs, hybrid orbitals can also accommodate them. For example, nitrogen orbitals in <span class="math-inline "> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.375ex;" width="4.381ex" height="1.92ex" role="img" focusable="false" viewbox="0 -683 1936.6 848.6"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="msub"><g data-mml-node="TeXAtom" data-mjx-texclass="ORD"><g data-mml-node="mi"><path data-c="4E" d="M42 46Q74 48 94 56T118 69T128 86V634H124Q114 637 52 637H25V683H232L235 680Q237 679 322 554T493 303L578 178V598Q572 608 568 613T544 627T492 637H475V683H483Q498 680 600 680Q706 680 715 683H724V637H707Q634 633 622 598L621 302V6L614 0H600Q585 0 582 3T481 150T282 443T171 605V345L172 86Q183 50 257 46H274V0H265Q250 3 150 3Q48 3 33 0H25V46H42Z"></path><path data-c="48" d="M128 622Q121 629 117 631T101 634T58 637H25V683H36Q57 680 180 680Q315 680 324 683H335V637H302Q262 636 251 634T233 622L232 500V378H517V622Q510 629 506 631T490 634T447 637H414V683H425Q446 680 569 680Q704 680 713 683H724V637H691Q651 636 640 634T622 622V61Q628 51 639 49T691 46H724V0H713Q692 3 569 3Q434 3 425 0H414V46H447Q489 47 498 49T517 61V332H232V197L233 61Q239 51 250 49T302 46H335V0H324Q303 3 180 3Q45 3 36 0H25V46H58Q100 47 109 49T128 61V622Z" transform="translate(750,0)"></path></g></g><g data-mml-node="TeXAtom" transform="translate(1533,-150) scale(0.707)" data-mjx-texclass="ORD"><g data-mml-node="mn"><path data-c="33" d="M127 463Q100 463 85 480T69 524Q69 579 117 622T233 665Q268 665 277 664Q351 652 390 611T430 522Q430 470 396 421T302 350L299 348Q299 347 308 345T337 336T375 315Q457 262 457 175Q457 96 395 37T238 -22Q158 -22 100 21T42 130Q42 158 60 175T105 193Q133 193 151 175T169 130Q169 119 166 110T159 94T148 82T136 74T126 70T118 67L114 66Q165 21 238 21Q293 21 321 74Q338 107 338 175V195Q338 290 274 322Q259 328 213 329L171 330L168 332Q166 335 166 348Q166 366 174 366Q202 366 232 371Q266 376 294 413T322 525V533Q322 590 287 612Q265 626 240 626Q208 626 181 615T143 592T132 580H135Q138 579 143 578T153 573T165 566T175 555T183 540T186 520Q186 498 172 481T127 463Z"></path></g></g></g></g></g></svg></mjx-container></span> are <span class="math-inline "> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.439ex;" width="3.137ex" height="2.324ex" role="img" focusable="false" viewbox="0 -833.2 1386.6 1027.2"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="msup"><g data-mml-node="TeXAtom" data-mjx-texclass="ORD"><g data-mml-node="mi"><path data-c="73" d="M295 316Q295 356 268 385T190 414Q154 414 128 401Q98 382 98 349Q97 344 98 336T114 312T157 287Q175 282 201 278T245 269T277 256Q294 248 310 236T342 195T359 133Q359 71 321 31T198 -10H190Q138 -10 94 26L86 19L77 10Q71 4 65 -1L54 -11H46H42Q39 -11 33 -5V74V132Q33 153 35 157T45 162H54Q66 162 70 158T75 146T82 119T101 77Q136 26 198 26Q295 26 295 104Q295 133 277 151Q257 175 194 187T111 210Q75 227 54 256T33 318Q33 357 50 384T93 424T143 442T187 447H198Q238 447 268 432L283 424L292 431Q302 440 314 448H322H326Q329 448 335 442V310L329 304H301Q295 310 295 316Z"></path><path data-c="70" d="M36 -148H50Q89 -148 97 -134V-126Q97 -119 97 -107T97 -77T98 -38T98 6T98 55T98 106Q98 140 98 177T98 243T98 296T97 335T97 351Q94 370 83 376T38 385H20V408Q20 431 22 431L32 432Q42 433 61 434T98 436Q115 437 135 438T165 441T176 442H179V416L180 390L188 397Q247 441 326 441Q407 441 464 377T522 216Q522 115 457 52T310 -11Q242 -11 190 33L182 40V-45V-101Q182 -128 184 -134T195 -145Q216 -148 244 -148H260V-194H252L228 -193Q205 -192 178 -192T140 -191Q37 -191 28 -194H20V-148H36ZM424 218Q424 292 390 347T305 402Q234 402 182 337V98Q222 26 294 26Q345 26 384 80T424 218Z" transform="translate(394,0)"></path></g></g><g data-mml-node="TeXAtom" transform="translate(983,363) scale(0.707)" data-mjx-texclass="ORD"><g data-mml-node="mn"><path data-c="33" d="M127 463Q100 463 85 480T69 524Q69 579 117 622T233 665Q268 665 277 664Q351 652 390 611T430 522Q430 470 396 421T302 350L299 348Q299 347 308 345T337 336T375 315Q457 262 457 175Q457 96 395 37T238 -22Q158 -22 100 21T42 130Q42 158 60 175T105 193Q133 193 151 175T169 130Q169 119 166 110T159 94T148 82T136 74T126 70T118 67L114 66Q165 21 238 21Q293 21 321 74Q338 107 338 175V195Q338 290 274 322Q259 328 213 329L171 330L168 332Q166 335 166 348Q166 366 174 366Q202 366 232 371Q266 376 294 413T322 525V533Q322 590 287 612Q265 626 240 626Q208 626 181 615T143 592T132 580H135Q138 579 143 578T153 573T165 566T175 555T183 540T186 520Q186 498 172 481T127 463Z"></path></g></g></g></g></g></svg></mjx-container></span> hybrids.<br /> <figure style="text-align: center"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-16.jpg?height=413&width=489&top_left_y=885&top_left_x=1469" alt="" data-align="center" /></figure></li> <li>Similary, when one s and two p orbitals combine, they form three <span class="math-inline "> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.439ex;" width="3.137ex" height="2.326ex" role="img" focusable="false" viewbox="0 -833.9 1386.6 1027.9"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="msup"><g data-mml-node="TeXAtom" data-mjx-texclass="ORD"><g data-mml-node="mi"><path data-c="73" d="M295 316Q295 356 268 385T190 414Q154 414 128 401Q98 382 98 349Q97 344 98 336T114 312T157 287Q175 282 201 278T245 269T277 256Q294 248 310 236T342 195T359 133Q359 71 321 31T198 -10H190Q138 -10 94 26L86 19L77 10Q71 4 65 -1L54 -11H46H42Q39 -11 33 -5V74V132Q33 153 35 157T45 162H54Q66 162 70 158T75 146T82 119T101 77Q136 26 198 26Q295 26 295 104Q295 133 277 151Q257 175 194 187T111 210Q75 227 54 256T33 318Q33 357 50 384T93 424T143 442T187 447H198Q238 447 268 432L283 424L292 431Q302 440 314 448H322H326Q329 448 335 442V310L329 304H301Q295 310 295 316Z"></path><path data-c="70" d="M36 -148H50Q89 -148 97 -134V-126Q97 -119 97 -107T97 -77T98 -38T98 6T98 55T98 106Q98 140 98 177T98 243T98 296T97 335T97 351Q94 370 83 376T38 385H20V408Q20 431 22 431L32 432Q42 433 61 434T98 436Q115 437 135 438T165 441T176 442H179V416L180 390L188 397Q247 441 326 441Q407 441 464 377T522 216Q522 115 457 52T310 -11Q242 -11 190 33L182 40V-45V-101Q182 -128 184 -134T195 -145Q216 -148 244 -148H260V-194H252L228 -193Q205 -192 178 -192T140 -191Q37 -191 28 -194H20V-148H36ZM424 218Q424 292 390 347T305 402Q234 402 182 337V98Q222 26 294 26Q345 26 384 80T424 218Z" transform="translate(394,0)"></path></g></g><g data-mml-node="TeXAtom" transform="translate(983,363) scale(0.707)" data-mjx-texclass="ORD"><g data-mml-node="mn"><path data-c="32" d="M109 429Q82 429 66 447T50 491Q50 562 103 614T235 666Q326 666 387 610T449 465Q449 422 429 383T381 315T301 241Q265 210 201 149L142 93L218 92Q375 92 385 97Q392 99 409 186V189H449V186Q448 183 436 95T421 3V0H50V19V31Q50 38 56 46T86 81Q115 113 136 137Q145 147 170 174T204 211T233 244T261 278T284 308T305 340T320 369T333 401T340 431T343 464Q343 527 309 573T212 619Q179 619 154 602T119 569T109 550Q109 549 114 549Q132 549 151 535T170 489Q170 464 154 447T109 429Z"></path></g></g></g></g></g></svg></mjx-container></span> hybridized orbitals and one leftover unhybridized orbital.<br /> <figure style="text-align: center"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-16.jpg?height=364&width=914&top_left_y=1435&top_left_x=1009" alt="" data-align="center" /></figure></li> <li>When an s and two p orbitals are mixed to form a set of <span class="math-inline "> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.439ex;" width="3.137ex" height="2.326ex" role="img" focusable="false" viewbox="0 -833.9 1386.6 1027.9"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="msup"><g data-mml-node="TeXAtom" data-mjx-texclass="ORD"><g data-mml-node="mi"><path data-c="73" d="M295 316Q295 356 268 385T190 414Q154 414 128 401Q98 382 98 349Q97 344 98 336T114 312T157 287Q175 282 201 278T245 269T277 256Q294 248 310 236T342 195T359 133Q359 71 321 31T198 -10H190Q138 -10 94 26L86 19L77 10Q71 4 65 -1L54 -11H46H42Q39 -11 33 -5V74V132Q33 153 35 157T45 162H54Q66 162 70 158T75 146T82 119T101 77Q136 26 198 26Q295 26 295 104Q295 133 277 151Q257 175 194 187T111 210Q75 227 54 256T33 318Q33 357 50 384T93 424T143 442T187 447H198Q238 447 268 432L283 424L292 431Q302 440 314 448H322H326Q329 448 335 442V310L329 304H301Q295 310 295 316Z"></path><path data-c="70" d="M36 -148H50Q89 -148 97 -134V-126Q97 -119 97 -107T97 -77T98 -38T98 6T98 55T98 106Q98 140 98 177T98 243T98 296T97 335T97 351Q94 370 83 376T38 385H20V408Q20 431 22 431L32 432Q42 433 61 434T98 436Q115 437 135 438T165 441T176 442H179V416L180 390L188 397Q247 441 326 441Q407 441 464 377T522 216Q522 115 457 52T310 -11Q242 -11 190 33L182 40V-45V-101Q182 -128 184 -134T195 -145Q216 -148 244 -148H260V-194H252L228 -193Q205 -192 178 -192T140 -191Q37 -191 28 -194H20V-148H36ZM424 218Q424 292 390 347T305 402Q234 402 182 337V98Q222 26 294 26Q345 26 384 80T424 218Z" transform="translate(394,0)"></path></g></g><g data-mml-node="TeXAtom" transform="translate(983,363) scale(0.707)" data-mjx-texclass="ORD"><g data-mml-node="mn"><path data-c="32" d="M109 429Q82 429 66 447T50 491Q50 562 103 614T235 666Q326 666 387 610T449 465Q449 422 429 383T381 315T301 241Q265 210 201 149L142 93L218 92Q375 92 385 97Q392 99 409 186V189H449V186Q448 183 436 95T421 3V0H50V19V31Q50 38 56 46T86 81Q115 113 136 137Q145 147 170 174T204 211T233 244T261 278T284 308T305 340T320 369T333 401T340 431T343 464Q343 527 309 573T212 619Q179 619 154 602T119 569T109 550Q109 549 114 549Q132 549 151 535T170 489Q170 464 154 447T109 429Z"></path></g></g></g></g></g></svg></mjx-container></span> orbitals, one p orbital remains unchanged and is perpendicular to the plane of the hybrid orbitals.<br /> <figure style="text-align: center"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-16.jpg?height=300&width=358&top_left_y=1791&top_left_x=1662" alt="" data-align="center" /></figure></li> <li>For example, in formaldehyde molecule, <span class="math-inline "> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.566ex;" width="7.838ex" height="2.262ex" role="img" focusable="false" viewbox="0 -750 3464.6 1000"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="mrow"><g data-mml-node="mo"><path data-c="28" d="M94 250Q94 319 104 381T127 488T164 576T202 643T244 695T277 729T302 750H315H319Q333 750 333 741Q333 738 316 720T275 667T226 581T184 443T167 250T184 58T225 -81T274 -167T316 -220T333 -241Q333 -250 318 -250H315H302L274 -226Q180 -141 137 -14T94 250Z"></path></g><g data-mml-node="msub" transform="translate(389,0)"><g data-mml-node="TeXAtom" data-mjx-texclass="ORD"><g data-mml-node="mi"><path data-c="48" d="M128 622Q121 629 117 631T101 634T58 637H25V683H36Q57 680 180 680Q315 680 324 683H335V637H302Q262 636 251 634T233 622L232 500V378H517V622Q510 629 506 631T490 634T447 637H414V683H425Q446 680 569 680Q704 680 713 683H724V637H691Q651 636 640 634T622 622V61Q628 51 639 49T691 46H724V0H713Q692 3 569 3Q434 3 425 0H414V46H447Q489 47 498 49T517 61V332H232V197L233 61Q239 51 250 49T302 46H335V0H324Q303 3 180 3Q45 3 36 0H25V46H58Q100 47 109 49T128 61V622Z"></path></g></g><g data-mml-node="TeXAtom" transform="translate(783,-150) scale(0.707)" data-mjx-texclass="ORD"><g data-mml-node="mn"><path data-c="32" d="M109 429Q82 429 66 447T50 491Q50 562 103 614T235 666Q326 666 387 610T449 465Q449 422 429 383T381 315T301 241Q265 210 201 149L142 93L218 92Q375 92 385 97Q392 99 409 186V189H449V186Q448 183 436 95T421 3V0H50V19V31Q50 38 56 46T86 81Q115 113 136 137Q145 147 170 174T204 211T233 244T261 278T284 308T305 340T320 369T333 401T340 431T343 464Q343 527 309 573T212 619Q179 619 154 602T119 569T109 550Q109 549 114 549Q132 549 151 535T170 489Q170 464 154 447T109 429Z"></path></g></g></g><g data-mml-node="TeXAtom" data-mjx-texclass="ORD" transform="translate(1575.6,0)"><g data-mml-node="mi"><path data-c="43" d="M56 342Q56 428 89 500T174 615T283 681T391 705Q394 705 400 705T408 704Q499 704 569 636L582 624L612 663Q639 700 643 704Q644 704 647 704T653 705H657Q660 705 666 699V419L660 413H626Q620 419 619 430Q610 512 571 572T476 651Q457 658 426 658Q322 658 252 588Q173 509 173 342Q173 221 211 151Q232 111 263 84T328 45T384 29T428 24Q517 24 571 93T626 244Q626 251 632 257H660L666 251V236Q661 133 590 56T403 -21Q262 -21 159 83T56 342Z"></path><path data-c="4F" d="M56 340Q56 423 86 494T164 610T270 680T388 705Q521 705 621 601T722 341Q722 260 693 191T617 75T510 4T388 -22T267 3T160 74T85 189T56 340ZM467 647Q426 665 388 665Q360 665 331 654T269 620T213 549T179 439Q174 411 174 354Q174 144 277 61Q327 20 385 20H389H391Q474 20 537 99Q603 188 603 354Q603 411 598 439Q577 592 467 647Z" transform="translate(722,0)"></path></g></g><g data-mml-node="mo" transform="translate(3075.6,0)"><path data-c="29" d="M60 749L64 750Q69 750 74 750H86L114 726Q208 641 251 514T294 250Q294 182 284 119T261 12T224 -76T186 -143T145 -194T113 -227T90 -246Q87 -249 86 -250H74Q66 -250 63 -250T58 -247T55 -238Q56 -237 66 -225Q221 -64 221 250T66 725Q56 737 55 738Q55 746 60 749Z"></path></g></g></g></g></svg></mjx-container></span>, the hybridization of the central atom (C) is shown below:<br /> <figure style="text-align: center"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-16.jpg?height=147&width=1150&top_left_y=2253&top_left_x=571" alt="" data-align="center" /></figure></li> </ul> <h2 type="section" data-unnumbered="true" id="hybridization-of-atomic-orbitals-3" class="section-title"> HYBRIDIZATION OF ATOMIC ORBITALS</h2> <ul> <li>After hybridization, carbon has four unpaired electrons (three occupying hybrid <span class="math-inline "> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.439ex;" width="3.137ex" height="2.326ex" role="img" focusable="false" viewbox="0 -833.9 1386.6 1027.9"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="msup"><g data-mml-node="TeXAtom" data-mjx-texclass="ORD"><g data-mml-node="mi"><path data-c="73" d="M295 316Q295 356 268 385T190 414Q154 414 128 401Q98 382 98 349Q97 344 98 336T114 312T157 287Q175 282 201 278T245 269T277 256Q294 248 310 236T342 195T359 133Q359 71 321 31T198 -10H190Q138 -10 94 26L86 19L77 10Q71 4 65 -1L54 -11H46H42Q39 -11 33 -5V74V132Q33 153 35 157T45 162H54Q66 162 70 158T75 146T82 119T101 77Q136 26 198 26Q295 26 295 104Q295 133 277 151Q257 175 194 187T111 210Q75 227 54 256T33 318Q33 357 50 384T93 424T143 442T187 447H198Q238 447 268 432L283 424L292 431Q302 440 314 448H322H326Q329 448 335 442V310L329 304H301Q295 310 295 316Z"></path><path data-c="70" d="M36 -148H50Q89 -148 97 -134V-126Q97 -119 97 -107T97 -77T98 -38T98 6T98 55T98 106Q98 140 98 177T98 243T98 296T97 335T97 351Q94 370 83 376T38 385H20V408Q20 431 22 431L32 432Q42 433 61 434T98 436Q115 437 135 438T165 441T176 442H179V416L180 390L188 397Q247 441 326 441Q407 441 464 377T522 216Q522 115 457 52T310 -11Q242 -11 190 33L182 40V-45V-101Q182 -128 184 -134T195 -145Q216 -148 244 -148H260V-194H252L228 -193Q205 -192 178 -192T140 -191Q37 -191 28 -194H20V-148H36ZM424 218Q424 292 390 347T305 402Q234 402 182 337V98Q222 26 294 26Q345 26 384 80T424 218Z" transform="translate(394,0)"></path></g></g><g data-mml-node="TeXAtom" transform="translate(983,363) scale(0.707)" data-mjx-texclass="ORD"><g data-mml-node="mn"><path data-c="32" d="M109 429Q82 429 66 447T50 491Q50 562 103 614T235 666Q326 666 387 610T449 465Q449 422 429 383T381 315T301 241Q265 210 201 149L142 93L218 92Q375 92 385 97Q392 99 409 186V189H449V186Q448 183 436 95T421 3V0H50V19V31Q50 38 56 46T86 81Q115 113 136 137Q145 147 170 174T204 211T233 244T261 278T284 308T305 340T320 369T333 401T340 431T343 464Q343 527 309 573T212 619Q179 619 154 602T119 569T109 550Q109 549 114 549Q132 549 151 535T170 489Q170 464 154 447T109 429Z"></path></g></g></g></g></g></svg></mjx-container></span> orbitals and one occupying a standard p orbital).</li> </ul> <div>C<br /> <figure style="text-align: center"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-17.jpg?height=145&width=382&top_left_y=610&top_left_x=764" alt="" data-align="center" /></figure><br /> <figure style="text-align: center"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-17.jpg?height=341&width=459&top_left_y=414&top_left_x=1557" alt="" data-align="center" /></figure></div> <ul> <li>Carbon can then form four bonds, two with hydrogen and H two with oxygen.<br /> <figure style="text-align: center"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-17.jpg?height=136&width=104&top_left_y=790&top_left_x=1594" alt="" data-align="center" /></figure></li> </ul> <div>O<br /> <figure style="text-align: center"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-17.jpg?height=136&width=100&top_left_y=975&top_left_x=1598" alt="" data-align="center" /></figure><br /> <figure style="text-align: center"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-17.jpg?height=147&width=261&top_left_y=975&top_left_x=1725" alt="" data-align="center" /></figure></div> <ul> <li>The overlap of the two unhybridized orbitals between C and O (double bond) is called a <span class="math-inline " data-overflow="visible"> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.025ex;" width="1.29ex" height="1ex" role="img" focusable="false" viewbox="0 -431 570 442"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="mi"><path data-c="1D70B" d="M132 -11Q98 -11 98 22V33L111 61Q186 219 220 334L228 358H196Q158 358 142 355T103 336Q92 329 81 318T62 297T53 285Q51 284 38 284Q19 284 19 294Q19 300 38 329T93 391T164 429Q171 431 389 431Q549 431 553 430Q573 423 573 402Q573 371 541 360Q535 358 472 358H408L405 341Q393 269 393 222Q393 170 402 129T421 65T431 37Q431 20 417 5T381 -10Q370 -10 363 -7T347 17T331 77Q330 86 330 121Q330 170 339 226T357 318T367 358H269L268 354Q268 351 249 275T206 114T175 17Q164 -11 132 -11Z"></path></g></g></g></svg></mjx-container></span> (pi) bond, while the overlap of the hybridized orbitals with s and p orbitals are called <span class="math-inline " data-overflow="visible"> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.018ex;" width="1.552ex" height="1.023ex" role="img" focusable="false" viewbox="0 -444 686 452"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="mi"><path data-c="1D748" d="M35 151Q35 190 51 236T99 327T184 404T306 443Q307 443 316 443T342 443T378 444T425 444T476 444Q606 444 626 444T655 439Q677 426 677 400Q677 358 639 340Q625 333 563 333Q510 333 510 331Q518 319 518 272Q518 155 437 74T226 -8Q123 -8 79 41T35 151ZM396 278Q396 314 375 323T305 332Q249 332 222 310T180 243Q171 219 162 178T153 116V110Q153 43 234 43Q347 43 382 199Q383 203 383 204Q396 255 396 278Z"></path></g></g></g></svg></mjx-container></span> (sigma) bonds.<br /> <figure style="text-align: center"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-17.jpg?height=998&width=1361&top_left_y=1430&top_left_x=431" alt="" data-align="center" /></figure></li> </ul> <h2 type="section" data-unnumbered="true" id="bonding-schemes" class="section-title"> BONDING SCHEMES</h2> <ul> <li>When writing bonding schemes for molecules, identify the bond type ( <span class="math-inline " data-overflow="visible"> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.025ex;" width="1.292ex" height="1ex" role="img" focusable="false" viewbox="0 -431 571 442"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="mi"><path data-c="1D70E" d="M184 -11Q116 -11 74 34T31 147Q31 247 104 333T274 430Q275 431 414 431H552Q553 430 555 429T559 427T562 425T565 422T567 420T569 416T570 412T571 407T572 401Q572 357 507 357Q500 357 490 357T476 358H416L421 348Q439 310 439 263Q439 153 359 71T184 -11ZM361 278Q361 358 276 358Q152 358 115 184Q114 180 114 178Q106 141 106 117Q106 67 131 47T188 26Q242 26 287 73Q316 103 334 153T356 233T361 278Z"></path></g></g></g></svg></mjx-container></span> or <span class="math-inline " data-overflow="visible"> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.025ex;" width="1.29ex" height="1ex" role="img" focusable="false" viewbox="0 -431 570 442"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="mi"><path data-c="1D70B" d="M132 -11Q98 -11 98 22V33L111 61Q186 219 220 334L228 358H196Q158 358 142 355T103 336Q92 329 81 318T62 297T53 285Q51 284 38 284Q19 284 19 294Q19 300 38 329T93 391T164 429Q171 431 389 431Q549 431 553 430Q573 423 573 402Q573 371 541 360Q535 358 472 358H408L405 341Q393 269 393 222Q393 170 402 129T421 65T431 37Q431 20 417 5T381 -10Q370 -10 363 -7T347 17T331 77Q330 86 330 121Q330 170 339 226T357 318T367 358H269L268 354Q268 351 249 275T206 114T175 17Q164 -11 132 -11Z"></path></g></g></g></svg></mjx-container></span> ) and label each atom and orbital used by that atom to form the bond.</li> <li>For example formaldehyde shown below, has the following bonding scheme.<br /> <figure style="text-align: center"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-18.jpg?height=369&width=458&top_left_y=880&top_left_x=855" alt="" data-align="center" /></figure></li> </ul> <h2 type="section" data-unnumbered="true" id="sigma-(-%5C(%5Cboldsymbol%7B%5Csigma%7D%5C)-)-and-pi-(-%5C(%5Cboldsymbol%7B%5Cpi%7D%5C)-)-bonds" class="section-title"> SIGMA ( <span class="math-inline " data-overflow="visible"> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.018ex;" width="1.552ex" height="1.023ex" role="img" focusable="false" viewbox="0 -444 686 452"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="mi"><path data-c="1D748" d="M35 151Q35 190 51 236T99 327T184 404T306 443Q307 443 316 443T342 443T378 444T425 444T476 444Q606 444 626 444T655 439Q677 426 677 400Q677 358 639 340Q625 333 563 333Q510 333 510 331Q518 319 518 272Q518 155 437 74T226 -8Q123 -8 79 41T35 151ZM396 278Q396 314 375 323T305 332Q249 332 222 310T180 243Q171 219 162 178T153 116V110Q153 43 234 43Q347 43 382 199Q383 203 383 204Q396 255 396 278Z"></path></g></g></g></svg></mjx-container></span> ) AND PI ( <span class="math-inline " data-overflow="visible"> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.018ex;" width="1.543ex" height="1.023ex" role="img" focusable="false" viewbox="0 -444 682 452"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="mi"><path data-c="1D745" d="M55 289H43Q23 289 23 303Q23 308 33 322Q116 434 199 443Q200 444 418 444Q591 444 617 444T652 439Q674 426 674 400Q674 378 661 360T625 335Q621 334 549 333H479L477 321Q476 312 476 279Q476 219 491 174T521 104T536 65Q536 38 511 15T457 -8Q403 -8 386 94Q384 110 384 139Q384 181 391 229T406 304L413 331Q413 333 365 333H316L315 329Q315 328 312 314T301 272T288 220Q274 167 258 103Q244 49 240 38T228 18Q225 16 224 14Q200 -8 172 -8Q146 -8 132 7T118 44Q118 54 121 61Q122 65 142 102T190 195T235 293Q250 329 250 333Q177 333 166 332Q115 328 88 301L77 290L55 289Z"></path></g></g></g></svg></mjx-container></span> ) BONDS</h2> <ul> <li>Overlap of orbitals end-to-end results in formation of a sigma ( <span class="math-inline " data-overflow="visible"> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.018ex;" width="1.552ex" height="1.023ex" role="img" focusable="false" viewbox="0 -444 686 452"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="mi"><path data-c="1D748" d="M35 151Q35 190 51 236T99 327T184 404T306 443Q307 443 316 443T342 443T378 444T425 444T476 444Q606 444 626 444T655 439Q677 426 677 400Q677 358 639 340Q625 333 563 333Q510 333 510 331Q518 319 518 272Q518 155 437 74T226 -8Q123 -8 79 41T35 151ZM396 278Q396 314 375 323T305 332Q249 332 222 310T180 243Q171 219 162 178T153 116V110Q153 43 234 43Q347 43 382 199Q383 203 383 204Q396 255 396 278Z"></path></g></g></g></svg></mjx-container></span> ) bond, while overlap of orbitals side-by-side results in formation of pi ( <span class="math-inline " data-overflow="visible"> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.018ex;" width="1.543ex" height="1.023ex" role="img" focusable="false" viewbox="0 -444 682 452"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="mi"><path data-c="1D745" d="M55 289H43Q23 289 23 303Q23 308 33 322Q116 434 199 443Q200 444 418 444Q591 444 617 444T652 439Q674 426 674 400Q674 378 661 360T625 335Q621 334 549 333H479L477 321Q476 312 476 279Q476 219 491 174T521 104T536 65Q536 38 511 15T457 -8Q403 -8 386 94Q384 110 384 139Q384 181 391 229T406 304L413 331Q413 333 365 333H316L315 329Q315 328 312 314T301 272T288 220Q274 167 258 103Q244 49 240 38T228 18Q225 16 224 14Q200 -8 172 -8Q146 -8 132 7T118 44Q118 54 121 61Q122 65 142 102T190 195T235 293Q250 329 250 333Q177 333 166 332Q115 328 88 301L77 290L55 289Z"></path></g></g></g></svg></mjx-container></span> ) bonds.<br /> <figure style="text-align: center"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-19.jpg?height=585&width=1017&top_left_y=543&top_left_x=597" alt="" data-align="center" /></figure></li> <li>The interaction between parallel orbitals is not as strong as between orbitals that point at each other; therefore, <span class="math-inline " data-overflow="visible"> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.018ex;" width="1.552ex" height="1.023ex" role="img" focusable="false" viewbox="0 -444 686 452"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="mi"><path data-c="1D748" d="M35 151Q35 190 51 236T99 327T184 404T306 443Q307 443 316 443T342 443T378 444T425 444T476 444Q606 444 626 444T655 439Q677 426 677 400Q677 358 639 340Q625 333 563 333Q510 333 510 331Q518 319 518 272Q518 155 437 74T226 -8Q123 -8 79 41T35 151ZM396 278Q396 314 375 323T305 332Q249 332 222 310T180 243Q171 219 162 178T153 116V110Q153 43 234 43Q347 43 382 199Q383 203 383 204Q396 255 396 278Z"></path></g></g></g></svg></mjx-container></span> bonds are stronger than <span class="math-inline " data-overflow="visible"> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.018ex;" width="1.543ex" height="1.023ex" role="img" focusable="false" viewbox="0 -444 682 452"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="mi"><path data-c="1D745" d="M55 289H43Q23 289 23 303Q23 308 33 322Q116 434 199 443Q200 444 418 444Q591 444 617 444T652 439Q674 426 674 400Q674 378 661 360T625 335Q621 334 549 333H479L477 321Q476 312 476 279Q476 219 491 174T521 104T536 65Q536 38 511 15T457 -8Q403 -8 386 94Q384 110 384 139Q384 181 391 229T406 304L413 331Q413 333 365 333H316L315 329Q315 328 312 314T301 272T288 220Q274 167 258 103Q244 49 240 38T228 18Q225 16 224 14Q200 -8 172 -8Q146 -8 132 7T118 44Q118 54 121 61Q122 65 142 102T190 195T235 293Q250 329 250 333Q177 333 166 332Q115 328 88 301L77 290L55 289Z"></path></g></g></g></svg></mjx-container></span> bonds.</li> <li>Single bonds are composed of one <span class="math-inline " data-overflow="visible"> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.025ex;" width="1.292ex" height="1ex" role="img" focusable="false" viewbox="0 -431 571 442"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="mi"><path data-c="1D70E" d="M184 -11Q116 -11 74 34T31 147Q31 247 104 333T274 430Q275 431 414 431H552Q553 430 555 429T559 427T562 425T565 422T567 420T569 416T570 412T571 407T572 401Q572 357 507 357Q500 357 490 357T476 358H416L421 348Q439 310 439 263Q439 153 359 71T184 -11ZM361 278Q361 358 276 358Q152 358 115 184Q114 180 114 178Q106 141 106 117Q106 67 131 47T188 26Q242 26 287 73Q316 103 334 153T356 233T361 278Z"></path></g></g></g></svg></mjx-container></span> bond, while multiple bonds (double or 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Use VB theory to explain this fact.</li> <li>The structure of caffeine, present in coffee and many soft drinks, is shown on the right. 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"></text><text x="119.21245911619317" y="126.84533019687588" class="element-mjrsc3dpsx5tazuxmr" fill="currentColor" style="text-anchor: start; glyph-orientation-vertical: 0; writing-mode: vertical-rl; text-orientation: upright; letter-spacing: -1px; direction: ltr;"><tspan>N</tspan></text><text x="119.21245911619317" y="137.36408019687588" class="debug" fill="#ff0000" style=" font: 5px Droid Sans, sans-serif; "></text><text x="98.17491823243932" y="173.80207545682924" class="debug" fill="#ff0000" style=" font: 5px Droid Sans, sans-serif; "></text><text x="98.17499999997352" y="100.92603772841461" class="debug" fill="#ff0000" style=" font: 5px Droid Sans, sans-serif; "></text><text x="63.1125" y="107.93849051990674" class="element-mjrsc3dpsx5tazuxmr" fill="currentColor" style="text-anchor: start; writing-mode: horizontal-tb; text-orientation: mixed; letter-spacing: normal; direction: rtl; unicode-bidi: bidi-override;"><tspan>O</tspan></text><text x="56.099999999999994" y="100.92599051990673" class="debug" fill="#ff0000" style=" font: 5px Droid Sans, sans-serif; "></text></g></svg></div></li> </ol> <h2 type="section" data-unnumbered="true" id="hybridization-of-atomic-orbitals-4" class="section-title"> HYBRIDIZATION OF ATOMIC ORBITALS</h2> <ul> <li>The table below lists the five VSEPR geometries and the corresponding hybridization schemes.<br /> <figure style="text-align: center"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-20.jpg?height=1767&width=1421&top_left_y=522&top_left_x=408" alt="" data-align="center" /></figure></li> </ul> <h2 type="section" data-unnumbered="true" id="hybridization-of-atomic-orbitals-5" class="section-title"> HYBRIDIZATION OF ATOMIC ORBITALS</h2> <div>One <span class="math-inline " data-overflow="visible"> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.023ex;" width="1.061ex" height="1.023ex" role="img" focusable="false" viewbox="0 -442 469 452"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="mi"><path data-c="1D460" d="M131 289Q131 321 147 354T203 415T300 442Q362 442 390 415T419 355Q419 323 402 308T364 292Q351 292 340 300T328 326Q328 342 337 354T354 372T367 378Q368 378 368 379Q368 382 361 388T336 399T297 405Q249 405 227 379T204 326Q204 301 223 291T278 274T330 259Q396 230 396 163Q396 135 385 107T352 51T289 7T195 -10Q118 -10 86 19T53 87Q53 126 74 143T118 160Q133 160 146 151T160 120Q160 94 142 76T111 58Q109 57 108 57T107 55Q108 52 115 47T146 34T201 27Q237 27 263 38T301 66T318 97T323 122Q323 150 302 164T254 181T195 196T148 231Q131 256 131 289Z"></path></g></g></g></svg></mjx-container></span> orbital and two <span class="math-inline " data-overflow="visible"> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.439ex;" width="1.138ex" height="1.439ex" role="img" focusable="false" viewbox="0 -442 503 636"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="mi"><path data-c="1D45D" d="M23 287Q24 290 25 295T30 317T40 348T55 381T75 411T101 433T134 442Q209 442 230 378L240 387Q302 442 358 442Q423 442 460 395T497 281Q497 173 421 82T249 -10Q227 -10 210 -4Q199 1 187 11T168 28L161 36Q160 35 139 -51T118 -138Q118 -144 126 -145T163 -148H188Q194 -155 194 -157T191 -175Q188 -187 185 -190T172 -194Q170 -194 161 -194T127 -193T65 -192Q-5 -192 -24 -194H-32Q-39 -187 -39 -183Q-37 -156 -26 -148H-6Q28 -147 33 -136Q36 -130 94 103T155 350Q156 355 156 364Q156 405 131 405Q109 405 94 377T71 316T59 280Q57 278 43 278H29Q23 284 23 287ZM178 102Q200 26 252 26Q282 26 310 49T356 107Q374 141 392 215T411 325V331Q411 405 350 405Q339 405 328 402T306 393T286 380T269 365T254 350T243 336T235 326L232 322Q232 321 229 308T218 264T204 212Q178 106 178 102Z"></path></g></g></g></svg></mjx-container></span> orbitals combine to form three <span class="math-inline "> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.439ex;" width="3.187ex" height="2.326ex" role="img" focusable="false" viewbox="0 -833.9 1408.6 1027.9"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="mi"><path data-c="1D460" d="M131 289Q131 321 147 354T203 415T300 442Q362 442 390 415T419 355Q419 323 402 308T364 292Q351 292 340 300T328 326Q328 342 337 354T354 372T367 378Q368 378 368 379Q368 382 361 388T336 399T297 405Q249 405 227 379T204 326Q204 301 223 291T278 274T330 259Q396 230 396 163Q396 135 385 107T352 51T289 7T195 -10Q118 -10 86 19T53 87Q53 126 74 143T118 160Q133 160 146 151T160 120Q160 94 142 76T111 58Q109 57 108 57T107 55Q108 52 115 47T146 34T201 27Q237 27 263 38T301 66T318 97T323 122Q323 150 302 164T254 181T195 196T148 231Q131 256 131 289Z"></path></g><g data-mml-node="msup" transform="translate(469,0)"><g data-mml-node="mi"><path data-c="1D45D" d="M23 287Q24 290 25 295T30 317T40 348T55 381T75 411T101 433T134 442Q209 442 230 378L240 387Q302 442 358 442Q423 442 460 395T497 281Q497 173 421 82T249 -10Q227 -10 210 -4Q199 1 187 11T168 28L161 36Q160 35 139 -51T118 -138Q118 -144 126 -145T163 -148H188Q194 -155 194 -157T191 -175Q188 -187 185 -190T172 -194Q170 -194 161 -194T127 -193T65 -192Q-5 -192 -24 -194H-32Q-39 -187 -39 -183Q-37 -156 -26 -148H-6Q28 -147 33 -136Q36 -130 94 103T155 350Q156 355 156 364Q156 405 131 405Q109 405 94 377T71 316T59 280Q57 278 43 278H29Q23 284 23 287ZM178 102Q200 26 252 26Q282 26 310 49T356 107Q374 141 392 215T411 325V331Q411 405 350 405Q339 405 328 402T306 393T286 380T269 365T254 350T243 336T235 326L232 322Q232 321 229 308T218 264T204 212Q178 106 178 102Z"></path></g><g data-mml-node="TeXAtom" transform="translate(536,363) scale(0.707)" data-mjx-texclass="ORD"><g data-mml-node="mn"><path data-c="32" d="M109 429Q82 429 66 447T50 491Q50 562 103 614T235 666Q326 666 387 610T449 465Q449 422 429 383T381 315T301 241Q265 210 201 149L142 93L218 92Q375 92 385 97Q392 99 409 186V189H449V186Q448 183 436 95T421 3V0H50V19V31Q50 38 56 46T86 81Q115 113 136 137Q145 147 170 174T204 211T233 244T261 278T284 308T305 340T320 369T333 401T340 431T343 464Q343 527 309 573T212 619Q179 619 154 602T119 569T109 550Q109 549 114 549Q132 549 151 535T170 489Q170 464 154 447T109 429Z"></path></g></g></g></g></g></svg></mjx-container></span> orbitals.</div> <div class="table" number="5"> <div class="caption_figure">Formation of <span class="math-inline "> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.439ex;" width="3.581ex" height="2.306ex" role="img" focusable="false" viewbox="0 -825.4 1582.6 1019.4"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="msup"><g data-mml-node="TeXAtom" data-mjx-texclass="ORD"><g data-mml-node="mi"><path data-c="1D42C" d="M38 315Q38 339 45 360T70 404T127 440T223 453Q273 453 320 436L338 445L357 453H366Q380 453 383 447T386 403V387V355Q386 331 383 326T365 321H355H349Q333 321 329 324T324 341Q317 406 224 406H216Q123 406 123 353Q123 334 143 321T188 304T244 294T285 286Q305 281 325 273T373 237T412 172Q414 162 414 142Q414 -6 230 -6Q154 -6 117 22L68 -6H58Q44 -6 41 0T38 42V73Q38 85 38 101T37 122Q37 144 42 148T68 153H75Q87 153 91 151T97 147T103 132Q131 46 220 46H230Q257 46 265 47Q330 58 330 108Q330 127 316 142Q300 156 284 162Q271 168 212 178T122 202Q38 243 38 315Z"></path></g><g data-mml-node="mi" transform="translate(454,0)"><path data-c="1D429" d="M32 442L123 446Q214 450 215 450H221V409Q222 409 229 413T251 423T284 436T328 446T382 450Q480 450 540 388T600 223Q600 128 539 61T361 -6H354Q292 -6 236 28L227 34V-132H296V-194H287Q269 -191 163 -191Q56 -191 38 -194H29V-132H98V113V284Q98 330 97 348T93 370T83 376Q69 380 42 380H29V442H32ZM457 224Q457 303 427 349T350 395Q282 395 235 352L227 345V104L233 97Q274 45 337 45Q383 45 420 86T457 224Z"></path></g></g><g data-mml-node="TeXAtom" transform="translate(1126,363) scale(0.707)" data-mjx-texclass="ORD"><g data-mml-node="TeXAtom" data-mjx-texclass="ORD"><g data-mml-node="mn"><path data-c="1D7D0" d="M175 580Q175 578 185 572T205 551T215 510Q215 467 191 449T137 430Q107 430 83 448T58 511Q58 558 91 592T168 640T259 654Q328 654 383 637Q451 610 484 563T517 459Q517 401 482 360T368 262Q340 243 265 184L210 140H274Q416 140 429 145Q439 148 447 186T455 237H517V233Q516 230 501 119Q489 9 486 4V0H57V25Q57 51 58 54Q60 57 109 106T215 214T288 291Q364 377 364 458Q364 515 328 553T231 592Q214 592 201 589T181 584T175 580Z"></path></g></g></g></g></g></g></svg></mjx-container></span> Hybrid Orbitals</div><div class="figure_img" style="text-align: center;"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-21.jpg?height=753&width=1350&top_left_y=569&top_left_x=449" alt="" style="max-width: 100%;" /></div></div> <div>One <span class="math-inline " data-overflow="visible"> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.023ex;" width="1.061ex" height="1.023ex" role="img" focusable="false" viewbox="0 -442 469 452"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="mi"><path data-c="1D460" d="M131 289Q131 321 147 354T203 415T300 442Q362 442 390 415T419 355Q419 323 402 308T364 292Q351 292 340 300T328 326Q328 342 337 354T354 372T367 378Q368 378 368 379Q368 382 361 388T336 399T297 405Q249 405 227 379T204 326Q204 301 223 291T278 274T330 259Q396 230 396 163Q396 135 385 107T352 51T289 7T195 -10Q118 -10 86 19T53 87Q53 126 74 143T118 160Q133 160 146 151T160 120Q160 94 142 76T111 58Q109 57 108 57T107 55Q108 52 115 47T146 34T201 27Q237 27 263 38T301 66T318 97T323 122Q323 150 302 164T254 181T195 196T148 231Q131 256 131 289Z"></path></g></g></g></svg></mjx-container></span> orbital and three <span class="math-inline " data-overflow="visible"> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.439ex;" width="1.138ex" height="1.439ex" role="img" focusable="false" viewbox="0 -442 503 636"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="mi"><path data-c="1D45D" d="M23 287Q24 290 25 295T30 317T40 348T55 381T75 411T101 433T134 442Q209 442 230 378L240 387Q302 442 358 442Q423 442 460 395T497 281Q497 173 421 82T249 -10Q227 -10 210 -4Q199 1 187 11T168 28L161 36Q160 35 139 -51T118 -138Q118 -144 126 -145T163 -148H188Q194 -155 194 -157T191 -175Q188 -187 185 -190T172 -194Q170 -194 161 -194T127 -193T65 -192Q-5 -192 -24 -194H-32Q-39 -187 -39 -183Q-37 -156 -26 -148H-6Q28 -147 33 -136Q36 -130 94 103T155 350Q156 355 156 364Q156 405 131 405Q109 405 94 377T71 316T59 280Q57 278 43 278H29Q23 284 23 287ZM178 102Q200 26 252 26Q282 26 310 49T356 107Q374 141 392 215T411 325V331Q411 405 350 405Q339 405 328 402T306 393T286 380T269 365T254 350T243 336T235 326L232 322Q232 321 229 308T218 264T204 212Q178 106 178 102Z"></path></g></g></g></svg></mjx-container></span> orbitals combine to form four <span class="math-inline "> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.439ex;" width="3.187ex" height="2.324ex" role="img" focusable="false" viewbox="0 -833.2 1408.6 1027.2"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="mi"><path data-c="1D460" d="M131 289Q131 321 147 354T203 415T300 442Q362 442 390 415T419 355Q419 323 402 308T364 292Q351 292 340 300T328 326Q328 342 337 354T354 372T367 378Q368 378 368 379Q368 382 361 388T336 399T297 405Q249 405 227 379T204 326Q204 301 223 291T278 274T330 259Q396 230 396 163Q396 135 385 107T352 51T289 7T195 -10Q118 -10 86 19T53 87Q53 126 74 143T118 160Q133 160 146 151T160 120Q160 94 142 76T111 58Q109 57 108 57T107 55Q108 52 115 47T146 34T201 27Q237 27 263 38T301 66T318 97T323 122Q323 150 302 164T254 181T195 196T148 231Q131 256 131 289Z"></path></g><g data-mml-node="msup" transform="translate(469,0)"><g data-mml-node="mi"><path data-c="1D45D" d="M23 287Q24 290 25 295T30 317T40 348T55 381T75 411T101 433T134 442Q209 442 230 378L240 387Q302 442 358 442Q423 442 460 395T497 281Q497 173 421 82T249 -10Q227 -10 210 -4Q199 1 187 11T168 28L161 36Q160 35 139 -51T118 -138Q118 -144 126 -145T163 -148H188Q194 -155 194 -157T191 -175Q188 -187 185 -190T172 -194Q170 -194 161 -194T127 -193T65 -192Q-5 -192 -24 -194H-32Q-39 -187 -39 -183Q-37 -156 -26 -148H-6Q28 -147 33 -136Q36 -130 94 103T155 350Q156 355 156 364Q156 405 131 405Q109 405 94 377T71 316T59 280Q57 278 43 278H29Q23 284 23 287ZM178 102Q200 26 252 26Q282 26 310 49T356 107Q374 141 392 215T411 325V331Q411 405 350 405Q339 405 328 402T306 393T286 380T269 365T254 350T243 336T235 326L232 322Q232 321 229 308T218 264T204 212Q178 106 178 102Z"></path></g><g data-mml-node="TeXAtom" transform="translate(536,363) scale(0.707)" data-mjx-texclass="ORD"><g data-mml-node="mn"><path data-c="33" d="M127 463Q100 463 85 480T69 524Q69 579 117 622T233 665Q268 665 277 664Q351 652 390 611T430 522Q430 470 396 421T302 350L299 348Q299 347 308 345T337 336T375 315Q457 262 457 175Q457 96 395 37T238 -22Q158 -22 100 21T42 130Q42 158 60 175T105 193Q133 193 151 175T169 130Q169 119 166 110T159 94T148 82T136 74T126 70T118 67L114 66Q165 21 238 21Q293 21 321 74Q338 107 338 175V195Q338 290 274 322Q259 328 213 329L171 330L168 332Q166 335 166 348Q166 366 174 366Q202 366 232 371Q266 376 294 413T322 525V533Q322 590 287 612Q265 626 240 626Q208 626 181 615T143 592T132 580H135Q138 579 143 578T153 573T165 566T175 555T183 540T186 520Q186 498 172 481T127 463Z"></path></g></g></g></g></g></svg></mjx-container></span> orbitals.</div> <div class="table" number="6"> <div class="figure_img" style="text-align: center;"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-21.jpg?height=293&width=263&top_left_y=1654&top_left_x=401" alt="" style="max-width: 100%;" /></div><div class="caption_figure">s orbital</div></div> <div class="table" number="7"> <div class="caption_figure">Formation of <span class="math-inline "> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.439ex;" width="3.187ex" height="2.324ex" role="img" focusable="false" viewbox="0 -833.2 1408.6 1027.2"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="mi"><path data-c="1D460" d="M131 289Q131 321 147 354T203 415T300 442Q362 442 390 415T419 355Q419 323 402 308T364 292Q351 292 340 300T328 326Q328 342 337 354T354 372T367 378Q368 378 368 379Q368 382 361 388T336 399T297 405Q249 405 227 379T204 326Q204 301 223 291T278 274T330 259Q396 230 396 163Q396 135 385 107T352 51T289 7T195 -10Q118 -10 86 19T53 87Q53 126 74 143T118 160Q133 160 146 151T160 120Q160 94 142 76T111 58Q109 57 108 57T107 55Q108 52 115 47T146 34T201 27Q237 27 263 38T301 66T318 97T323 122Q323 150 302 164T254 181T195 196T148 231Q131 256 131 289Z"></path></g><g data-mml-node="msup" transform="translate(469,0)"><g data-mml-node="mi"><path data-c="1D45D" d="M23 287Q24 290 25 295T30 317T40 348T55 381T75 411T101 433T134 442Q209 442 230 378L240 387Q302 442 358 442Q423 442 460 395T497 281Q497 173 421 82T249 -10Q227 -10 210 -4Q199 1 187 11T168 28L161 36Q160 35 139 -51T118 -138Q118 -144 126 -145T163 -148H188Q194 -155 194 -157T191 -175Q188 -187 185 -190T172 -194Q170 -194 161 -194T127 -193T65 -192Q-5 -192 -24 -194H-32Q-39 -187 -39 -183Q-37 -156 -26 -148H-6Q28 -147 33 -136Q36 -130 94 103T155 350Q156 355 156 364Q156 405 131 405Q109 405 94 377T71 316T59 280Q57 278 43 278H29Q23 284 23 287ZM178 102Q200 26 252 26Q282 26 310 49T356 107Q374 141 392 215T411 325V331Q411 405 350 405Q339 405 328 402T306 393T286 380T269 365T254 350T243 336T235 326L232 322Q232 321 229 308T218 264T204 212Q178 106 178 102Z"></path></g><g data-mml-node="TeXAtom" transform="translate(536,363) scale(0.707)" data-mjx-texclass="ORD"><g data-mml-node="mn"><path data-c="33" d="M127 463Q100 463 85 480T69 524Q69 579 117 622T233 665Q268 665 277 664Q351 652 390 611T430 522Q430 470 396 421T302 350L299 348Q299 347 308 345T337 336T375 315Q457 262 457 175Q457 96 395 37T238 -22Q158 -22 100 21T42 130Q42 158 60 175T105 193Q133 193 151 175T169 130Q169 119 166 110T159 94T148 82T136 74T126 70T118 67L114 66Q165 21 238 21Q293 21 321 74Q338 107 338 175V195Q338 290 274 322Q259 328 213 329L171 330L168 332Q166 335 166 348Q166 366 174 366Q202 366 232 371Q266 376 294 413T322 525V533Q322 590 287 612Q265 626 240 626Q208 626 181 615T143 592T132 580H135Q138 579 143 578T153 573T165 566T175 555T183 540T186 520Q186 498 172 481T127 463Z"></path></g></g></g></g></g></svg></mjx-container></span> Hybrid Orbitals</div><div class="figure_img" style="text-align: center;"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-21.jpg?height=364&width=306&top_left_y=1654&top_left_x=670" alt="" style="max-width: 100%;" /></div></div> <ul> <li></li> </ul> <div><span class="math-inline "> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.439ex;" width="3.187ex" height="2.324ex" role="img" focusable="false" viewbox="0 -833.2 1408.6 1027.2"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="mi"><path data-c="1D460" d="M131 289Q131 321 147 354T203 415T300 442Q362 442 390 415T419 355Q419 323 402 308T364 292Q351 292 340 300T328 326Q328 342 337 354T354 372T367 378Q368 378 368 379Q368 382 361 388T336 399T297 405Q249 405 227 379T204 326Q204 301 223 291T278 274T330 259Q396 230 396 163Q396 135 385 107T352 51T289 7T195 -10Q118 -10 86 19T53 87Q53 126 74 143T118 160Q133 160 146 151T160 120Q160 94 142 76T111 58Q109 57 108 57T107 55Q108 52 115 47T146 34T201 27Q237 27 263 38T301 66T318 97T323 122Q323 150 302 164T254 181T195 196T148 231Q131 256 131 289Z"></path></g><g data-mml-node="msup" transform="translate(469,0)"><g data-mml-node="mi"><path data-c="1D45D" d="M23 287Q24 290 25 295T30 317T40 348T55 381T75 411T101 433T134 442Q209 442 230 378L240 387Q302 442 358 442Q423 442 460 395T497 281Q497 173 421 82T249 -10Q227 -10 210 -4Q199 1 187 11T168 28L161 36Q160 35 139 -51T118 -138Q118 -144 126 -145T163 -148H188Q194 -155 194 -157T191 -175Q188 -187 185 -190T172 -194Q170 -194 161 -194T127 -193T65 -192Q-5 -192 -24 -194H-32Q-39 -187 -39 -183Q-37 -156 -26 -148H-6Q28 -147 33 -136Q36 -130 94 103T155 350Q156 355 156 364Q156 405 131 405Q109 405 94 377T71 316T59 280Q57 278 43 278H29Q23 284 23 287ZM178 102Q200 26 252 26Q282 26 310 49T356 107Q374 141 392 215T411 325V331Q411 405 350 405Q339 405 328 402T306 393T286 380T269 365T254 350T243 336T235 326L232 322Q232 321 229 308T218 264T204 212Q178 106 178 102Z"></path></g><g data-mml-node="TeXAtom" transform="translate(536,363) scale(0.707)" data-mjx-texclass="ORD"><g data-mml-node="mn"><path data-c="33" d="M127 463Q100 463 85 480T69 524Q69 579 117 622T233 665Q268 665 277 664Q351 652 390 611T430 522Q430 470 396 421T302 350L299 348Q299 347 308 345T337 336T375 315Q457 262 457 175Q457 96 395 37T238 -22Q158 -22 100 21T42 130Q42 158 60 175T105 193Q133 193 151 175T169 130Q169 119 166 110T159 94T148 82T136 74T126 70T118 67L114 66Q165 21 238 21Q293 21 321 74Q338 107 338 175V195Q338 290 274 322Q259 328 213 329L171 330L168 332Q166 335 166 348Q166 366 174 366Q202 366 232 371Q266 376 294 413T322 525V533Q322 590 287 612Q265 626 240 626Q208 626 181 615T143 592T132 580H135Q138 579 143 578T153 573T165 566T175 555T183 540T186 520Q186 498 172 481T127 463Z"></path></g></g></g></g></g></svg></mjx-container></span> hybrid orbitals<br /> (shown separately) (shown separately)</div> <div class="table" number="8"> <div class="caption_figure">Formation of <span class="math-inline "> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.439ex;" width="3.187ex" height="2.324ex" role="img" focusable="false" viewbox="0 -833.2 1408.6 1027.2"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="mi"><path data-c="1D460" d="M131 289Q131 321 147 354T203 415T300 442Q362 442 390 415T419 355Q419 323 402 308T364 292Q351 292 340 300T328 326Q328 342 337 354T354 372T367 378Q368 378 368 379Q368 382 361 388T336 399T297 405Q249 405 227 379T204 326Q204 301 223 291T278 274T330 259Q396 230 396 163Q396 135 385 107T352 51T289 7T195 -10Q118 -10 86 19T53 87Q53 126 74 143T118 160Q133 160 146 151T160 120Q160 94 142 76T111 58Q109 57 108 57T107 55Q108 52 115 47T146 34T201 27Q237 27 263 38T301 66T318 97T323 122Q323 150 302 164T254 181T195 196T148 231Q131 256 131 289Z"></path></g><g data-mml-node="msup" transform="translate(469,0)"><g data-mml-node="mi"><path data-c="1D45D" d="M23 287Q24 290 25 295T30 317T40 348T55 381T75 411T101 433T134 442Q209 442 230 378L240 387Q302 442 358 442Q423 442 460 395T497 281Q497 173 421 82T249 -10Q227 -10 210 -4Q199 1 187 11T168 28L161 36Q160 35 139 -51T118 -138Q118 -144 126 -145T163 -148H188Q194 -155 194 -157T191 -175Q188 -187 185 -190T172 -194Q170 -194 161 -194T127 -193T65 -192Q-5 -192 -24 -194H-32Q-39 -187 -39 -183Q-37 -156 -26 -148H-6Q28 -147 33 -136Q36 -130 94 103T155 350Q156 355 156 364Q156 405 131 405Q109 405 94 377T71 316T59 280Q57 278 43 278H29Q23 284 23 287ZM178 102Q200 26 252 26Q282 26 310 49T356 107Q374 141 392 215T411 325V331Q411 405 350 405Q339 405 328 402T306 393T286 380T269 365T254 350T243 336T235 326L232 322Q232 321 229 308T218 264T204 212Q178 106 178 102Z"></path></g><g data-mml-node="TeXAtom" transform="translate(536,363) scale(0.707)" data-mjx-texclass="ORD"><g data-mml-node="mn"><path data-c="33" d="M127 463Q100 463 85 480T69 524Q69 579 117 622T233 665Q268 665 277 664Q351 652 390 611T430 522Q430 470 396 421T302 350L299 348Q299 347 308 345T337 336T375 315Q457 262 457 175Q457 96 395 37T238 -22Q158 -22 100 21T42 130Q42 158 60 175T105 193Q133 193 151 175T169 130Q169 119 166 110T159 94T148 82T136 74T126 70T118 67L114 66Q165 21 238 21Q293 21 321 74Q338 107 338 175V195Q338 290 274 322Q259 328 213 329L171 330L168 332Q166 335 166 348Q166 366 174 366Q202 366 232 371Q266 376 294 413T322 525V533Q322 590 287 612Q265 626 240 626Q208 626 181 615T143 592T132 580H135Q138 579 143 578T153 573T165 566T175 555T183 540T186 520Q186 498 172 481T127 463Z"></path></g></g></g></g></g></svg></mjx-container></span> Hybrid Orbitals</div><div class="figure_img" style="text-align: center;"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-21.jpg?height=521&width=452&top_left_y=1536&top_left_x=1016" alt="" style="max-width: 100%;" /></div></div> <div class="table" number="9"> <div class="figure_img" style="text-align: center;"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-21.jpg?height=246&width=317&top_left_y=2309&top_left_x=1207" alt="" style="max-width: 100%;" /></div><div class="caption_figure">-</div></div> <div class="table" number="10"> <div class="figure_img" style="text-align: center;"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-21.jpg?height=250&width=229&top_left_y=2064&top_left_x=1241" alt="" style="max-width: 100%;" /></div><div class="caption_figure">-</div></div> <div><figure style="text-align: center"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-21.jpg?height=72&width=14&top_left_y=2571&top_left_x=1465" alt="" data-align="center" /></figure><br /> <figure style="text-align: center"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-21.jpg?height=349&width=267&top_left_y=2090&top_left_x=397" alt="" data-align="center" /></figure><br /> <figure style="text-align: center"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-21.jpg?height=355&width=304&top_left_y=2088&top_left_x=672" alt="" data-align="center" /></figure><br /> <span class="math-inline " data-overflow="visible"> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.566ex;" width="1.131ex" height="2.262ex" role="img" focusable="false" viewbox="0 -750 500 1000"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="mo"><path data-c="7D" d="M65 731Q65 745 68 747T88 750Q171 750 216 725T279 670Q288 649 289 635T291 501Q292 362 293 357Q306 312 345 291T417 269Q428 269 431 266T434 250T431 234T417 231Q380 231 345 210T298 157Q293 143 292 121T291 -28V-79Q291 -134 285 -156T256 -198Q202 -250 89 -250Q71 -250 68 -247T65 -230Q65 -224 65 -223T66 -218T69 -214T77 -213Q91 -213 108 -210T146 -200T183 -177T207 -139Q208 -134 209 3L210 139Q223 196 280 230Q315 247 330 250Q305 257 280 270Q225 304 212 352L210 362L209 498Q208 635 207 640Q195 680 154 696T77 713Q68 713 67 716T65 731Z"></path></g></g></g></svg></mjx-container></span><br /> <span class="math-inline " data-overflow="visible"> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.566ex;" width="1.131ex" height="2.262ex" role="img" focusable="false" viewbox="0 -750 500 1000"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="mo"><path data-c="7D" d="M65 731Q65 745 68 747T88 750Q171 750 216 725T279 670Q288 649 289 635T291 501Q292 362 293 357Q306 312 345 291T417 269Q428 269 431 266T434 250T431 234T417 231Q380 231 345 210T298 157Q293 143 292 121T291 -28V-79Q291 -134 285 -156T256 -198Q202 -250 89 -250Q71 -250 68 -247T65 -230Q65 -224 65 -223T66 -218T69 -214T77 -213Q91 -213 108 -210T146 -200T183 -177T207 -139Q208 -134 209 3L210 139Q223 196 280 230Q315 247 330 250Q305 257 280 270Q225 304 212 352L210 362L209 498Q208 635 207 640Q195 680 154 696T77 713Q68 713 67 716T65 731Z"></path></g></g></g></svg></mjx-container></span><br /> <figure style="text-align: center"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-21.jpg?height=492&width=125&top_left_y=2061&top_left_x=1472" alt="" data-align="center" /></figure></div> <div class="table" number="11"> <div class="caption_figure"><span class="math-inline " data-overflow="visible"> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.566ex;" width="1.131ex" height="2.262ex" role="img" focusable="false" viewbox="0 -750 500 1000"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="mo"><path data-c="7D" d="M65 731Q65 745 68 747T88 750Q171 750 216 725T279 670Q288 649 289 635T291 501Q292 362 293 357Q306 312 345 291T417 269Q428 269 431 266T434 250T431 234T417 231Q380 231 345 210T298 157Q293 143 292 121T291 -28V-79Q291 -134 285 -156T256 -198Q202 -250 89 -250Q71 -250 68 -247T65 -230Q65 -224 65 -223T66 -218T69 -214T77 -213Q91 -213 108 -210T146 -200T183 -177T207 -139Q208 -134 209 3L210 139Q223 196 280 230Q315 247 330 250Q305 257 280 270Q225 304 212 352L210 362L209 498Q208 635 207 640Q195 680 154 696T77 713Q68 713 67 716T65 731Z"></path></g></g></g></svg></mjx-container></span></div><div class="figure_img" style="text-align: center;"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-21.jpg?height=540&width=312&top_left_y=1542&top_left_x=1495" alt="" style="max-width: 100%;" /></div></div> <h2 type="section" data-unnumbered="true" id="examples%3A-4" class="section-title"> Examples:</h2> <ol> <li>Consider the three molecules <span class="math-inline "> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.439ex;" width="11.617ex" height="2.034ex" role="img" focusable="false" viewbox="0 -705 5134.9 899"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="msub"><g data-mml-node="TeXAtom" data-mjx-texclass="ORD"><g data-mml-node="mi"><path data-c="43" d="M56 342Q56 428 89 500T174 615T283 681T391 705Q394 705 400 705T408 704Q499 704 569 636L582 624L612 663Q639 700 643 704Q644 704 647 704T653 705H657Q660 705 666 699V419L660 413H626Q620 419 619 430Q610 512 571 572T476 651Q457 658 426 658Q322 658 252 588Q173 509 173 342Q173 221 211 151Q232 111 263 84T328 45T384 29T428 24Q517 24 571 93T626 244Q626 251 632 257H660L666 251V236Q661 133 590 56T403 -21Q262 -21 159 83T56 342Z"></path></g></g><g data-mml-node="TeXAtom" transform="translate(755,-150) scale(0.707)" data-mjx-texclass="ORD"><g data-mml-node="mn"><path data-c="32" d="M109 429Q82 429 66 447T50 491Q50 562 103 614T235 666Q326 666 387 610T449 465Q449 422 429 383T381 315T301 241Q265 210 201 149L142 93L218 92Q375 92 385 97Q392 99 409 186V189H449V186Q448 183 436 95T421 3V0H50V19V31Q50 38 56 46T86 81Q115 113 136 137Q145 147 170 174T204 211T233 244T261 278T284 308T305 340T320 369T333 401T340 431T343 464Q343 527 309 573T212 619Q179 619 154 602T119 569T109 550Q109 549 114 549Q132 549 151 535T170 489Q170 464 154 447T109 429Z"></path></g></g></g><g data-mml-node="msub" transform="translate(1158.6,0)"><g data-mml-node="TeXAtom" data-mjx-texclass="ORD"><g data-mml-node="mi"><path data-c="48" d="M128 622Q121 629 117 631T101 634T58 637H25V683H36Q57 680 180 680Q315 680 324 683H335V637H302Q262 636 251 634T233 622L232 500V378H517V622Q510 629 506 631T490 634T447 637H414V683H425Q446 680 569 680Q704 680 713 683H724V637H691Q651 636 640 634T622 622V61Q628 51 639 49T691 46H724V0H713Q692 3 569 3Q434 3 425 0H414V46H447Q489 47 498 49T517 61V332H232V197L233 61Q239 51 250 49T302 46H335V0H324Q303 3 180 3Q45 3 36 0H25V46H58Q100 47 109 49T128 61V622Z"></path></g></g><g data-mml-node="TeXAtom" transform="translate(783,-150) scale(0.707)" data-mjx-texclass="ORD"><g data-mml-node="mn"><path data-c="36" d="M42 313Q42 476 123 571T303 666Q372 666 402 630T432 550Q432 525 418 510T379 495Q356 495 341 509T326 548Q326 592 373 601Q351 623 311 626Q240 626 194 566Q147 500 147 364L148 360Q153 366 156 373Q197 433 263 433H267Q313 433 348 414Q372 400 396 374T435 317Q456 268 456 210V192Q456 169 451 149Q440 90 387 34T253 -22Q225 -22 199 -14T143 16T92 75T56 172T42 313ZM257 397Q227 397 205 380T171 335T154 278T148 216Q148 133 160 97T198 39Q222 21 251 21Q302 21 329 59Q342 77 347 104T352 209Q352 289 347 316T329 361Q302 397 257 397Z"></path></g></g></g><g data-mml-node="mo" transform="translate(2345.1,0)"><path data-c="2C" d="M78 35T78 60T94 103T137 121Q165 121 187 96T210 8Q210 -27 201 -60T180 -117T154 -158T130 -185T117 -194Q113 -194 104 -185T95 -172Q95 -168 106 -156T131 -126T157 -76T173 -3V9L172 8Q170 7 167 6T161 3T152 1T140 0Q113 0 96 17Z"></path></g><g data-mml-node="msub" transform="translate(2789.8,0)"><g data-mml-node="TeXAtom" data-mjx-texclass="ORD"><g data-mml-node="mi"><path data-c="43" d="M56 342Q56 428 89 500T174 615T283 681T391 705Q394 705 400 705T408 704Q499 704 569 636L582 624L612 663Q639 700 643 704Q644 704 647 704T653 705H657Q660 705 666 699V419L660 413H626Q620 419 619 430Q610 512 571 572T476 651Q457 658 426 658Q322 658 252 588Q173 509 173 342Q173 221 211 151Q232 111 263 84T328 45T384 29T428 24Q517 24 571 93T626 244Q626 251 632 257H660L666 251V236Q661 133 590 56T403 -21Q262 -21 159 83T56 342Z"></path></g></g><g data-mml-node="TeXAtom" transform="translate(755,-150) scale(0.707)" data-mjx-texclass="ORD"><g data-mml-node="mn"><path data-c="32" d="M109 429Q82 429 66 447T50 491Q50 562 103 614T235 666Q326 666 387 610T449 465Q449 422 429 383T381 315T301 241Q265 210 201 149L142 93L218 92Q375 92 385 97Q392 99 409 186V189H449V186Q448 183 436 95T421 3V0H50V19V31Q50 38 56 46T86 81Q115 113 136 137Q145 147 170 174T204 211T233 244T261 278T284 308T305 340T320 369T333 401T340 431T343 464Q343 527 309 573T212 619Q179 619 154 602T119 569T109 550Q109 549 114 549Q132 549 151 535T170 489Q170 464 154 447T109 429Z"></path></g></g></g><g data-mml-node="msub" transform="translate(3948.3,0)"><g data-mml-node="TeXAtom" data-mjx-texclass="ORD"><g data-mml-node="mi"><path data-c="48" d="M128 622Q121 629 117 631T101 634T58 637H25V683H36Q57 680 180 680Q315 680 324 683H335V637H302Q262 636 251 634T233 622L232 500V378H517V622Q510 629 506 631T490 634T447 637H414V683H425Q446 680 569 680Q704 680 713 683H724V637H691Q651 636 640 634T622 622V61Q628 51 639 49T691 46H724V0H713Q692 3 569 3Q434 3 425 0H414V46H447Q489 47 498 49T517 61V332H232V197L233 61Q239 51 250 49T302 46H335V0H324Q303 3 180 3Q45 3 36 0H25V46H58Q100 47 109 49T128 61V622Z"></path></g></g><g data-mml-node="TeXAtom" transform="translate(783,-150) scale(0.707)" data-mjx-texclass="ORD"><g data-mml-node="mn"><path data-c="34" d="M462 0Q444 3 333 3Q217 3 199 0H190V46H221Q241 46 248 46T265 48T279 53T286 61Q287 63 287 115V165H28V211L179 442Q332 674 334 675Q336 677 355 677H373L379 671V211H471V165H379V114Q379 73 379 66T385 54Q393 47 442 46H471V0H462ZM293 211V545L74 212L183 211H293Z"></path></g></g></g></g></g></svg></mjx-container></span> and <span class="math-inline "> <mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.339ex;" width="5.306ex" height="1.934ex" role="img" focusable="false" viewbox="0 -705 2345.1 855"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="msub"><g data-mml-node="TeXAtom" data-mjx-texclass="ORD"><g data-mml-node="mi"><path data-c="43" d="M56 342Q56 428 89 500T174 615T283 681T391 705Q394 705 400 705T408 704Q499 704 569 636L582 624L612 663Q639 700 643 704Q644 704 647 704T653 705H657Q660 705 666 699V419L660 413H626Q620 419 619 430Q610 512 571 572T476 651Q457 658 426 658Q322 658 252 588Q173 509 173 342Q173 221 211 151Q232 111 263 84T328 45T384 29T428 24Q517 24 571 93T626 244Q626 251 632 257H660L666 251V236Q661 133 590 56T403 -21Q262 -21 159 83T56 342Z"></path></g></g><g data-mml-node="TeXAtom" transform="translate(755,-150) scale(0.707)" data-mjx-texclass="ORD"><g data-mml-node="mn"><path data-c="32" d="M109 429Q82 429 66 447T50 491Q50 562 103 614T235 666Q326 666 387 610T449 465Q449 422 429 383T381 315T301 241Q265 210 201 149L142 93L218 92Q375 92 385 97Q392 99 409 186V189H449V186Q448 183 436 95T421 3V0H50V19V31Q50 38 56 46T86 81Q115 113 136 137Q145 147 170 174T204 211T233 244T261 278T284 308T305 340T320 369T333 401T340 431T343 464Q343 527 309 573T212 619Q179 619 154 602T119 569T109 550Q109 549 114 549Q132 549 151 535T170 489Q170 464 154 447T109 429Z"></path></g></g></g><g data-mml-node="msub" transform="translate(1158.6,0)"><g data-mml-node="TeXAtom" data-mjx-texclass="ORD"><g data-mml-node="mi"><path data-c="48" d="M128 622Q121 629 117 631T101 634T58 637H25V683H36Q57 680 180 680Q315 680 324 683H335V637H302Q262 636 251 634T233 622L232 500V378H517V622Q510 629 506 631T490 634T447 637H414V683H425Q446 680 569 680Q704 680 713 683H724V637H691Q651 636 640 634T622 622V61Q628 51 639 49T691 46H724V0H713Q692 3 569 3Q434 3 425 0H414V46H447Q489 47 498 49T517 61V332H232V197L233 61Q239 51 250 49T302 46H335V0H324Q303 3 180 3Q45 3 36 0H25V46H58Q100 47 109 49T128 61V622Z"></path></g></g><g data-mml-node="TeXAtom" transform="translate(783,-150) scale(0.707)" data-mjx-texclass="ORD"><g data-mml-node="mn"><path data-c="32" d="M109 429Q82 429 66 447T50 491Q50 562 103 614T235 666Q326 666 387 610T449 465Q449 422 429 383T381 315T301 241Q265 210 201 149L142 93L218 92Q375 92 385 97Q392 99 409 186V189H449V186Q448 183 436 95T421 3V0H50V19V31Q50 38 56 46T86 81Q115 113 136 137Q145 147 170 174T204 211T233 244T261 278T284 308T305 340T320 369T333 401T340 431T343 464Q343 527 309 573T212 619Q179 619 154 602T119 569T109 550Q109 549 114 549Q132 549 151 535T170 489Q170 464 154 447T109 429Z"></path></g></g></g></g></g></svg></mjx-container></span>. How many sigma and pi bonds does each molecule contain?</li> <li>Identify the hybridization of each interior atom and write bonding scheme for all bonds indicated by arrows:<br /> <figure style="text-align: center"><img src="https://cdn.mathpix.com/cropped/4e6b81a0-645b-4565-b1ab-92aa044eb00a-22.jpg?height=753&width=1159&top_left_y=1091&top_left_x=760" alt="" data-align="center" /></figure></li> <li>Shown below is the structural formula for the amino acid aspartic acid. 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margin-bottom: 0;"> <li id="fn1" class="footnote-item" style="list-style-type: none;"><div>*Count only electron groups around the central atom. Each of the following is considered one electron group: a lone pair, a single bond, a double bond, a triple bond, or a single electron.<br /> (c) 2014 Pearson Education, Inc.</div> </li> <li id="fn2" class="footnote-item" style="list-style-type: none;"><div>© 2014 Pearson Education, Inc.</div> </li> </ol> </section> </div> </div> </main> <footer> <p><small>Converted for LibreTexts accessibility compliance</small></p> </footer>
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