Chemistry
Chemistry
10th Edition
ISBN: 9781305957404
Author: Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher: Cengage Learning
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Fischer esterification cannot be used to prepare tert-butyl esters. Instead, carboxylic acids are treated with 2-methyIpropene in the presence of an acid catalyst to generate them.

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(a) Why does the Fischer esterification fail for the synthesis of tert-butyl esters?
(b) Propose a mechanism for the 2-methylpropene method.

H*
R
`OH
R
A tert-butyl ester
2-Methylpropene
(Isobutylene)
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Transcribed Image Text:H* R `OH R A tert-butyl ester 2-Methylpropene (Isobutylene)
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