a. A student did not obtain any ester when he added 2,4,6-trimethylbenzoic acid to an acidic solution of ethanol. Why? (Hint: Build models.)b. Would he have encountered the same problem if he had tried to synthesize the methyl ester of 4-methylbenzoic acid in the same way?

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a. A student did not obtain any ester when he added 2,4,6-trimethylbenzoic acid to an acidic solution of ethanol. Why? (Hint: Build models.)
b. Would he have encountered the same problem if he had tried to synthesize the methyl ester of 4-methylbenzoic acid in the same way?

Expert Solution
Introduction

Carboxylic acids reacts with alcohols to form esters.

Aliphatic acids on reaction with alcohols gives aliphatic esters, where as aromatic acids forms aromatic esters.

The attack of an alcohol depends on the subtituted groups and their position in acid.

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