Review_10

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            <p><a href="/Sandboxes/johnnyphung/chem101/02:_Homework/Review_10#">Chemistry 101: General Chemistry I</a> &gt; <a href="/Sandboxes/johnnyphung/chem101/02:_Homework/Review_10#">Homework</a></p>
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        <h1>Review 10</h1>
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      <h2 type="section" data-unnumbered="true" id="review-questions-chapter-10" class="section-title">
REVIEW QUESTIONS Chapter 10</h2>
<ol>
<li>Draw Lewis structures and determine the molecular geometry of each molecule or ion shown below:<br />
A) <span class="math-inline ">
<mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.339ex;" width="8.705ex" height="2.093ex" role="img" focusable="false" viewbox="0 -775.2 3847.7 925.2"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="mstyle"><g data-mml-node="mspace"></g></g><g data-mml-node="msub" transform="translate(1000,0)"><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="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(722,0)"></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(1000,0)"></path></g></g><g data-mml-node="TeXAtom" transform="translate(1811,-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="msup" transform="translate(3214.6,0)"><g data-mml-node="TeXAtom" data-mjx-texclass="ORD"></g><g data-mml-node="TeXAtom" transform="translate(33,363) 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></g></g></svg></mjx-container></span><br />
B) <span class="math-inline ">
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C) <span class="math-inline ">
<mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.339ex;" width="7.366ex" height="1.878ex" role="img" focusable="false" viewbox="0 -680 3255.6 830"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="mstyle"><g data-mml-node="mspace"></g></g><g data-mml-node="msub" transform="translate(1000,0)"><g data-mml-node="TeXAtom" data-mjx-texclass="ORD"><g data-mml-node="mi"><path data-c="54" d="M36 443Q37 448 46 558T55 671V677H666V671Q667 666 676 556T685 443V437H645V443Q645 445 642 478T631 544T610 593Q593 614 555 625Q534 630 478 630H451H443Q417 630 414 618Q413 616 413 339V63Q420 53 439 50T528 46H558V0H545L361 3Q186 1 177 0H164V46H194Q264 46 283 49T309 63V339V550Q309 620 304 625T271 630H244H224Q154 630 119 601Q101 585 93 554T81 486T76 443V437H36V443Z"></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(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(1166,0)"></path></g></g><g data-mml-node="TeXAtom" transform="translate(1852,-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>Give approximate value for each bond indicated in the molecules shown below:</li>
</ol>
<div class="table" number="1">
<div class="caption_figure">(a)</div><div class="figure_img" style="text-align: center;"><img src="https://cdn.mathpix.com/cropped/c05fd27b-efaa-4459-8df1-0e8b517d0618-1.jpg?height=225&amp;width=332&amp;top_left_y=1907&amp;top_left_x=698" alt="" style="max-width: 100%;" /></div></div>
<div>(c)<br />
<div class="smiles-inline" style="display: inline-block;"><svg id="smiles-mjrsij6dv0265it8sok" viewbox="0 0 222 77.13757359077603" style="width: 221.51404243011365px; height: 77.13757359077603px; overflow: visible;"><defs><lineargradient id="line-mjrsij6dv0265it8sok-1" gradientunits="userSpaceOnUse" x1="128.976037728444" y1="28.05004906052055" x2="165.41404243011365" y2="49.087573590776046"><stop stop-color="currentColor" offset="20%"></stop><stop stop-color="currentColor" offset="100%"></stop></lineargradient><lineargradient id="line-mjrsij6dv0265it8sok-3" gradientunits="userSpaceOnUse" x1="92.53800470166962" y1="49.08752453025549" x2="128.976037728444" y2="28.05004906052055"><stop stop-color="currentColor" offset="20%"></stop><stop stop-color="currentColor" offset="100%"></stop></lineargradient><lineargradient id="line-mjrsij6dv0265it8sok-5" gradientunits="userSpaceOnUse" x1="56.099999999999994" y1="28.049999999999997" x2="92.53800470166962" y2="49.08752453025549"><stop stop-color="currentColor" offset="20%"></stop><stop stop-color="currentColor" offset="100%"></stop></lineargradient></defs><mask id="text-mask-mjrsij6dv0265it8sok"><rect x="0" y="0" width="100%" height="100%" fill="white"></rect><circle cx="165.41404243011365" cy="49.087573590776046" r="10.518749999999999" fill="black"></circle><circle cx="128.976037728444" cy="28.05004906052055" r="10.518749999999999" fill="black"></circle><circle cx="92.53800470166962" cy="49.08752453025549" r="10.518749999999999" fill="black"></circle><circle cx="56.099999999999994" cy="28.049999999999997" r="10.518749999999999" fill="black"></circle></mask><style>/*<![CDATA[*/
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            "></text></g></svg></div></div>
<div>(b)<br />
<div class="smiles-inline" style="display: inline-block;"><svg id="smiles-mjrsij6r3kborqanpn3" viewbox="0 0 222 77.13757359077603" style="width: 221.51404243011365px; height: 77.13757359077603px; overflow: visible;"><defs><lineargradient id="line-mjrsij6r3kborqanpn3-1" gradientunits="userSpaceOnUse" x1="128.976037728444" y1="28.05004906052055" x2="165.41404243011365" y2="49.087573590776046"><stop stop-color="currentColor" offset="20%"></stop><stop stop-color="currentColor" offset="100%"></stop></lineargradient><lineargradient id="line-mjrsij6r3kborqanpn3-3" gradientunits="userSpaceOnUse" x1="92.53800470166962" y1="49.08752453025549" x2="128.976037728444" y2="28.05004906052055"><stop stop-color="currentColor" offset="20%"></stop><stop stop-color="currentColor" offset="100%"></stop></lineargradient><lineargradient id="line-mjrsij6r3kborqanpn3-5" gradientunits="userSpaceOnUse" x1="55.95704605472097" y1="36.71259329932607" x2="85.10744981605667" y2="53.542612923530484"><stop stop-color="currentColor" offset="20%"></stop><stop stop-color="currentColor" offset="100%"></stop></lineargradient><lineargradient id="line-mjrsij6r3kborqanpn3-7" gradientunits="userSpaceOnUse" x1="56.099999999999994" y1="28.049999999999997" x2="92.53800470166962" y2="49.08752453025549"><stop stop-color="currentColor" offset="20%"></stop><stop stop-color="currentColor" offset="100%"></stop></lineargradient></defs><mask id="text-mask-mjrsij6r3kborqanpn3"><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[*/
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<div>(d)<br />
<div class="smiles-inline" style="display: inline-block;"><svg id="smiles-mjrsij6tsuv5quaakd" viewbox="0 0 259 92.53800942252501" style="width: 259.46251635349205px; height: 92.53800942252501px; overflow: visible;"><defs><lineargradient id="line-mjrsij6tsuv5quaakd-1" gradientunits="userSpaceOnUse" x1="161.28751635349624" y1="28.049999999999997" x2="203.36251635349203" y2="28.050018883403155"><stop stop-color="currentColor" offset="20%"></stop><stop stop-color="currentColor" offset="100%"></stop></lineargradient><lineargradient id="line-mjrsij6tsuv5quaakd-3" gradientunits="userSpaceOnUse" x1="140.24999999999153" y1="64.488009422525" x2="161.28751635349624" y2="28.049999999999997"><stop stop-color="currentColor" offset="20%"></stop><stop stop-color="currentColor" offset="100%"></stop></lineargradient><lineargradient id="line-mjrsij6tsuv5quaakd-5" gradientunits="userSpaceOnUse" x1="98.17499999999576" y1="64.48799053912184" x2="140.24999999999153" y2="64.488009422525"><stop stop-color="currentColor" offset="20%"></stop><stop stop-color="currentColor" offset="100%"></stop></lineargradient><lineargradient id="line-mjrsij6tsuv5quaakd-7" gradientunits="userSpaceOnUse" x1="56.100002266008374" y1="59.438971655719186" x2="98.17500226600414" y2="59.438990539122344"><stop stop-color="currentColor" offset="20%"></stop><stop stop-color="currentColor" offset="100%"></stop></lineargradient><lineargradient id="line-mjrsij6tsuv5quaakd-9" gradientunits="userSpaceOnUse" x1="56.099997733991614" y1="69.53697165571818" x2="98.17499773398738" y2="69.53699053912133"><stop stop-color="currentColor" offset="20%"></stop><stop stop-color="currentColor" offset="100%"></stop></lineargradient><lineargradient id="line-mjrsij6tsuv5quaakd-11" gradientunits="userSpaceOnUse" x1="56.099999999999994" y1="64.48797165571868" x2="98.17499999999576" y2="64.48799053912184"><stop stop-color="currentColor" offset="20%"></stop><stop stop-color="currentColor" offset="100%"></stop></lineargradient></defs><mask id="text-mask-mjrsij6tsuv5quaakd"><rect x="0" y="0" width="100%" height="100%" fill="white"></rect><circle cx="56.099999999999994" cy="64.48797165571868" r="10.518749999999999" fill="black"></circle></mask><style>/*<![CDATA[*/
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3. Determine if each molecule below would be polar or non-polar. Give a brief explanation for your choices.<br />
A) <span class="math-inline ">
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B) <span class="math-inline ">
<mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.375ex;" width="6.268ex" height="1.97ex" role="img" focusable="false" viewbox="0 -705 2770.6 870.6"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="mstyle"><g data-mml-node="mspace"></g></g><g data-mml-node="msub" transform="translate(1000,0)"><g data-mml-node="TeXAtom" data-mjx-texclass="ORD"><g data-mml-node="mi"><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><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(556,0)"></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><br />
C) <span class="math-inline ">
<mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.339ex;" width="5.985ex" height="1.934ex" role="img" focusable="false" viewbox="0 -705 2645.6 855"><g stroke="currentColor" fill="currentColor" stroke-width="0" transform="scale(1,-1)"><g data-mml-node="math"><g data-mml-node="mstyle"><g data-mml-node="mspace"></g></g><g data-mml-node="msub" transform="translate(1000,0)"><g data-mml-node="TeXAtom" data-mjx-texclass="ORD"><g data-mml-node="mi"><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><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(556,0)"></path></g></g><g data-mml-node="TeXAtom" transform="translate(1242,-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><br />
D) <span class="math-inline ">
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4. Dichloroethylene, <span class="math-inline ">
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<div>(A)<br />
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<div>(B)<br />
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<div>(C)<br />
a) What is the geometry around each carbon atom in any of these molecules?<br />
b) Which of these molecules would you expect to be non-polar? Explain.<br />
5. The structure of acetylsalicylic acid (aspirin) is shown below. How many pi bonds are present in this compound? How many sigma bonds? What parts of the molecule are free to rotate, and what parts are rigid?<br />
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6. Shown below are cytosine and adenine, two bases that are important in the genetic coding. Assign a molecular geometry and hybridization to each interior atom numbered in these two bases.<br />
<figure style="text-align: center"><img src="https://cdn.mathpix.com/cropped/c05fd27b-efaa-4459-8df1-0e8b517d0618-3.jpg?height=444&amp;width=903&amp;top_left_y=1151&amp;top_left_x=683" alt="" data-align="center" /></figure><br />
7. Which hybridization schemes allow the formation of at least one pi bond? Briefly explain why.<br />
8. There are two compounds with the formula <span class="math-inline ">
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Structure A is called cisplatin and is used in cancer therapy. Explain why these compounds are different from one another. Which structure do you expect to be polar?<br />
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<div>(A)<br />
<div class="smiles-inline" style="display: inline-block;"><svg id="smiles-mjrsij7729vs1hest57" viewbox="0 0 196 140.24999999999153" style="width: 196.34999999999152px; height: 140.24999999999153px; overflow: visible;"><defs><lineargradient id="line-mjrsij7729vs1hest57-1" gradientunits="userSpaceOnUse" x1="98.17499999999575" y1="70.12499999999577" x2="140.24999999999153" y2="70.12501888339892"><stop stop-color="currentColor" offset="20%"></stop><stop stop-color="currentColor" offset="100%"></stop></lineargradient><lineargradient id="line-mjrsij7729vs1hest57-3" gradientunits="userSpaceOnUse" x1="56.099999999999994" y1="70.1249811165926" x2="98.17499999999575" y2="70.12499999999577"><stop stop-color="currentColor" offset="20%"></stop><stop stop-color="currentColor" offset="100%"></stop></lineargradient><lineargradient id="line-mjrsij7729vs1hest57-5" gradientunits="userSpaceOnUse" x1="98.17499999999575" y1="70.12499999999577" x2="98.1750188833989" y2="28.049999999999997"><stop stop-color="currentColor" offset="20%"></stop><stop stop-color="currentColor" offset="100%"></stop></lineargradient><lineargradient id="line-mjrsij7729vs1hest57-7" gradientunits="userSpaceOnUse" x1="98.17498111659259" y1="112.19999999999152" x2="98.17499999999575" y2="70.12499999999577"><stop stop-color="currentColor" offset="20%"></stop><stop stop-color="currentColor" offset="100%"></stop></lineargradient></defs><mask id="text-mask-mjrsij7729vs1hest57"><rect x="0" y="0" width="100%" height="100%" fill="white"></rect><circle cx="140.24999999999153" cy="70.12501888339892" r="10.518749999999999" fill="black"></circle><circle cx="98.17499999999575" cy="70.12499999999577" r="10.518749999999999" fill="black"></circle><circle cx="56.099999999999994" cy="70.1249811165926" r="10.518749999999999" fill="black"></circle><circle cx="98.1750188833989" cy="28.049999999999997" r="10.518749999999999" fill="black"></circle><circle cx="98.17498111659259" cy="112.19999999999152" r="10.518749999999999" fill="black"></circle></mask><style>/*<![CDATA[*/
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<div>(B)<br />
9. Butadiene, <span class="math-inline ">
<mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.375ex;" width="5.306ex" height="1.97ex" role="img" focusable="false" viewbox="0 -705 2345.1 870.6"><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="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="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 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></g></svg></mjx-container></span>, is an important molecule found in natural rubber, and has the following structural formula:</div>
<div><span class="math-block ">
<mjx-container class="MathJax" jax="SVG" display="true"><svg style="vertical-align: -0.339ex;" width="24.097ex" height="1.934ex" role="img" focusable="false" viewbox="0 -705 10650.7 855"><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="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="mo" transform="translate(2186.3,0)"><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(3242.1,0)"><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="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="mo" transform="translate(4936.3,0)"><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(5936.6,0)"><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="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="mo" transform="translate(7686.3,0)"><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="msub" transform="translate(8742.1,0)"><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="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></div>
<div>Determine the bond angle around each carbon and sketch the molecule showing its actual structure. Is this molecule planar or not? (Hint: build a model).<br />
10. Each ball-and-stick model below shows the electron-pair and molecular geometry of a generic molecule. Explain what is wrong with each molecular geometry and provide the correct molecular geometry based on the number of lone and bonding pairs around the central atom.<br />
<figure style="text-align: center"><img src="https://cdn.mathpix.com/cropped/c05fd27b-efaa-4459-8df1-0e8b517d0618-5.jpg?height=411&amp;width=1073&amp;top_left_y=481&amp;top_left_x=674" alt="" data-align="center" /></figure><br />
11. Draw the Lewis structure for acetamide ( <span class="math-inline ">
<mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.375ex;" width="12.093ex" height="1.97ex" role="img" focusable="false" viewbox="0 -705 5345.1 870.6"><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="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="msub" transform="translate(1908.6,0)"><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="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="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(1500,0)"></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(2250,0)"></path></g></g><g data-mml-node="TeXAtom" transform="translate(3033,-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> ) and determine the geometry about each interior atom. Experiments show that the geometry about the N atom in acetamide is nearly planar. Draw a resonance structure that can account for the planar geometry about the N atom.<br />
12. Identify the hybridization and write the bonding schemes for each molecule or ion shown below. Label the bonds using notation discussed in class.<br />
a) <span class="math-inline ">
<mjx-container class="MathJax" jax="SVG"><svg style="vertical-align: -0.375ex;" width="6.238ex" height="2.261ex" role="img" focusable="false" viewbox="0 -833.9 2757.2 999.5"><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="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><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(556,0)"></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 data-mml-node="msup" transform="translate(1770.6,0)"><g data-mml-node="TeXAtom" data-mjx-texclass="ORD"></g><g data-mml-node="TeXAtom" transform="translate(33,363) 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 data-mml-node="mo" transform="translate(500,0)"><path data-c="2212" d="M84 237T84 250T98 270H679Q694 262 694 250T679 230H98Q84 237 84 250Z"></path></g></g></g></g></g></svg></mjx-container></span><br />
b) <span class="math-inline ">
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c) <span class="math-inline ">
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13. Shown below is the amino acid alanine. Identify the hybridization of each interior atom and write the bonding scheme for all the expanded bonds.<br />
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