Final 2008keys

Final 2008keys - CHEMISTRY 112A Final March 22, 2008 I. -...

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CHEMISTRY 112A Final March 22, 2008 I. --------------------- (25) II.--------------------- (25) III.-------------------- (25) IV--------------------- (20) V. --------------------- (15) VI. -------------------- (30) VII----------------------(30) VIII----------------------(20) IX----------------------(10) Bonus ---------------- (10) Total -------------------(200)
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CH 2 Br OH OTs SOCl 2 CH 3 CH 2 CuLi CH 3 ONa LDA I) Complete the following reactions. Do not show the mechanism. 2 / base Br -SO 2 , -HCl H 1) Strong base 2) Br Cl OCH 3 CH 2 CH 2 CH 3
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CH 3 OTs H H CH 3 CH 2 CH 3 Br CH 3 H H Br CH 3 CH 2 CH 3 CH 3 H A D C OTs B tBuOK LDA NaCN (CH 3 CH 2 ) 2 CuLi II) Complete the following reactions and show stereochemistry when required. Do not show the mechanism. rate = k[ B ][LDA] rate = k[ A ][NaCN] rate = k[ C ][tBuOK] rate = k[ D ][(CH 3 CH 2 ) 2 CuLi] OsO 4 CN C CH 3 H CH 3 CH 2 CH 3 CH 3 H CH 3 CH 2 H CH 3 CH 3 CH 3 CH 2 OH OH
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-TsONa NBS / H 2 O NaCN 1) BH 3 2) H 2 O 2 / OH - Br 2 HO H CH 3 H CH 2 CH 3 CH 3 Br H CH 3 OH CH 2 CH 3 CH 3 CH 3 C CN H III) Complete the following reactions by showing the starting materials. Show stereochemistry when required. Do not show the mechanism. 2) Zn 1) O 3 Br H CH 3 H Br CH 3 O O OTs C CH 3 H H CH 3 CH 2 CH 3 CH 3 H CH 3 CH 3 CH 2 CH 3 H CH 3 CH 3 H
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IV) Br
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This note was uploaded on 10/14/2011 for the course CHEM 112A taught by Professor Guy during the Winter '06 term at UC Riverside.

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Final 2008keys - CHEMISTRY 112A Final March 22, 2008 I. -...

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