PROB. SET #3 - CEM 351 Fall 2008 - Prof. Rathke 3rd Sample...

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CEM 351 Fall 2008 - Prof. Rathke 3rd Sample Problem Set (Chapters 10, 11, 12, 13) I. Draw the structure of the following molecules: 1) 2) 3) cis -3-phenylcyclopentanol 3-methyl-2-butanol ethyl t-butyl ether 4) isopropyl alcohol 5) 2-ethoxy-2-phenylbutane 6) 7) trans-2-butene oxide 2-ethyloxirane
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CEM 351 - Dr. Rathke, Fall 2008 – 3 rd Sample Problem Set. ... page 2 8) N-ethyl-2-butanamine 9) triethylamine 10) benzyl alcohol C C H CH 3 3 SO 2 Cl 3 11. W hich of the above configurational isomers ( A or B ) will be the major elimination product of the following sequences (assume all steps exhibit 2nd order kinetics): C C 3 H 3 C C HO SOCl 2 1) 2) KO H (E 2 ) Answer 3 H 3 H A B 2 ) Draw the structures of the major organic products of the following Redox reactions: 12) CrO 3 H 2 SO 4 , H 2 O N CrO 3 HCl CH 2 OH
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CEM 351 - Dr. Rathke, Fall 2008 – 3 rd Sample Problem Set. ... page 3 13) LiAlH 4 (excess) 1) 2) C O OH acid CH 2 14) CrO 3 H 2 SO 4 , H 2 O NaBH 4 1) 2) acid O CH 3 Draw the structure of the major organic products for each of the following reactions: NaOCH 3 15. O H 2 C C CH 3 CH 3 1) 2) acid 3 O H 16. O H 2 C C 3 3 H 2 4 HI 17. excess + CH O CH 2 CH 3 CH CH 3 18. excess NaNH 2 CH CHCH 3 CH 3 Elimination product Cl Cl
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CEM 351 - Dr. Rathke, Fall 2008 – 3 rd Sample Problem Set. ... page 4 19.
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PROB. SET #3 - CEM 351 Fall 2008 - Prof. Rathke 3rd Sample...

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