Q.Give suitable reaction to show that trans esterification is an alcoholysis reaction.
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Start your 14-day free trial to unlock the full solution →Trans-esterification exchanges the alkoxy group of an ester for that of a different alcohol; because the ester's acyl–oxygen bond is cleaved by an alcohol molecule (not water), it is, by definition, an alcoholysis reaction.
What is alcoholysis: Just as hydrolysis is the cleavage of a bond by a water molecule, alcoholysis is the cleavage of a bond by an alcohol molecule. In trans-esterification, the bond of an ester is broken by nucleophilic attack of a different alcohol, , at the carbonyl carbon.
Reaction and mechanism: Under acid catalysis (or base, via alkoxide), the alcohol's oxygen attacks the ester carbonyl carbon to form a tetrahedral intermediate, which then expels the original alkoxide/alcohol, giving a new ester:
Concrete example: Ethyl acetate reacting with methanol (catalysed by a trace of acid or sodium methoxide) gives methyl acetate and ethanol:
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