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Question

Account for the following.
Aromatic carboxylic acids do not undergo Friedel-Crafts reaction.

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Solution

Aromatic carboxylic acids do not undergo Friedel-Crafts reaction as the carboxyl (COOH) group is deactivating and Lewis acid catalyst AlCl3 gets bonded to the carboxyl group. The carboxyl (COOH) group withdraws electron density from benzene ring through inductive and resonance effects.

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