Fischer esterifi cation cannot be used to prepare
Chapter 17, Problem 17.4(choose chapter or problem)
Fischer esterifi cation cannot be used to prepare tert-butyl esters. Instead, carboxylic acids are treated with 2-methylpropene in the presence of an acid catalyst to generate them. O 2- Methylpropene A tert-butyl ester (Isobutylene) R OH O R O 1 H1 (a) Why does the Fischer esterifi cation fail for the synthesis of tert-butyl esters? (b) Propose a mechanism for the 2-methylpropene method.
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