Assign 15-1_ - 2 CH 3-NH-CH 2-CH CH 2 E. A. B. C. F. CH 2...

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Organic Chem 2 - AIC Assignment 15 -1 1. Give the organic product(s) formed in each reaction below: 2. 1-bromo-2-butene and 3-bromo-1-butene undergo a given S N 1 reaction at almost the same rate even though the first is a 1 o halide and the second is a 2 o halide. Why? 3. Rank the following compounds in order of increasing S N 1 reactivity. CH 2 N-Br O O CH 2 CH 2 + I H 2 O H + + A. CH 2 Br 2 CH 3 CH + Br 2 B. CH 400 o C CH 2 + OTs light C. CH CH 3 -CH 2 + Cl 2 D. CH 400 o C CH 2 CH Br CH 2 + CH 3 CH 2 -OH E. CH 2 CH CH Br Cl F. CH 2 + H 2 N-CH 3 CH 2 + H 2 O G. CH CH CH 3 H. CH 2 H 2 O CH 3 CH + CH 3 OH CH 2 CH + CH CH 2 I. Pt CH + J. CH 2 H 2 CH 2 CH 2 CH CH K. + CH CH 2 CH 2 CH L. HBr M. + CH 2 CH HI CH CH 2 N. + H 2 SO 4 (conc) cold CH 2 CH-CH-CH 3 Br CH 3 CH 2 Br CH 3 -CH-CH 3 Br
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ANSWERS Assign 15-1 CH 2 CH CH 2 Br Br CH CH CH 2 CH 3 Cl CH 3 CH CH CH 2 Cl + CH CH CH 2 CH 3 CH 3 CH CH CH 2 . . Cl Cl D. CH 3 CH 2 -O-CH 2 -CH CH
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Unformatted text preview: 2 CH 3-NH-CH 2-CH CH 2 E. A. B. C. F. CH 2 CH CH 2 OH + HOTs G. CH 3 CH CH CH 2 CH CH CH 2 CH 3 H-O-H H-O-H .. .. .. ..- H +- H + CH 3 CH CH CH 2 OH CH CH CH 2 CH 3 OH + Cl Cl CH CH CH 2 CH 3 CH 3 CH CH CH 2 HO-CH 3 HO-CH 3 .. .. .. ..- H +- H + CH CH CH 2 CH 3 CH 3 CH CH CH 2 OCH 3 OCH 3 + H. I. J. CH 3 CH CH CH 3 CH 2 CH CH CH 2 . CH CH CH 2 CH 2 . Br Br Br Br CH 2 CH CH CH 2 CH CH CH 2 CH 2 Br Br K CH 3 CH 2 CH CH 2 CH 3 CH CH CH 3 CH 3 CH CH CH 2 CH 3 CH CH CH 2 OH OH + + Br Br Br Br + Br ....
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This note was uploaded on 04/07/2009 for the course CHE 312 taught by Professor Drake during the Spring '08 term at American International.

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Assign 15-1_ - 2 CH 3-NH-CH 2-CH CH 2 E. A. B. C. F. CH 2...

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