Но- Br + HO cis-4-bromocyclohexanol Но )-нОН + НО- Br + HO trans-4-bromocydohexanol + HO Но-

Introduction to General, Organic and Biochemistry
11th Edition
ISBN:9781285869759
Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Chapter19: Carboxylic Anhydrides, Esters, And Amides
Section: Chapter Questions
Problem 19.47P
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cis-4-Bromocyclohexanol and trans-4-bromocyclohexanol form the same elimination product but a different substitution product when they react with HO-.

a. Why do they form the same elimination product? b. Explain, by showing the mechanisms, why different substitution products are obtained. c. How many stereoisomers does each of the elimination and substitution reactions form?

Но-
Br + HO
cis-4-bromocyclohexanol
Но
)-нОН + НО-
Br + HO
trans-4-bromocydohexanol
+ HO
Но-
Transcribed Image Text:Но- Br + HO cis-4-bromocyclohexanol Но )-нОН + НО- Br + HO trans-4-bromocydohexanol + HO Но-
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