Final_2007keydef_

Final_2007keydef_ - NAME: STUDENT ID NUMBER LAB TIME TA...

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NAME: STUDENT ID NUMBER LAB TIME TA NAME CHEMISTRY 112A Final March 16, 2005 I. --------------------- (25) II.--------------------- (25) III.-------------------- (25) IV--------------------- (20) V. --------------------- (20) VI. -------------------- (20) VII----------------------(15) VIII----------------------(15) IX----------------------(10) X ----------------------(15) XI ----------------------(10) Bonus ---------------- (10) Total -------------------(200)
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I) Complete the following reactions. Only one organic product is obtained. Do not show the mechanism. OH PBr 3 Br t -BuOK NBS NaCN CH 2 CH 2 CuLi 2 CH 3 CH 2 CH 2 Br OTs CH 3 CCl 4 , h ν Br Br CN CH 3 CH 2 CH 2 CH 2 CH 2 CH 3
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tBuOK (CH 3 CH 2 ) 2 CuLi II) Complete the following reactions and show stereochemistry. Only one organic product is obtained. Do not show the mechanism. CH 3 C OTs H D H Br CH 3 CH 2 CH 3 H CH 3 H C CH 3 Br CH 3 SNa B rate = k[B][tBuOK] C rate = k[C][(CH 3 CH 2 ) 2 CuLi] OTs D rate = k[D][CH 3 SNa] A
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Final_2007keydef_ - NAME: STUDENT ID NUMBER LAB TIME TA...

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