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The - bromination of carbonyl compounds by B r 2 in acetic acid is limited to aldehydes and ketones because acids, este and amides don't

The -bromination of carbonyl compounds by Br2 in acetic acid is limited to aldehydes and ketones because acids, este and amides don't enolize to a sufficient extent. Carboxylic acids, however, can be -brominated by first converting the carboxylic acid to an acid bromide by treatment with PBr3. Following enolization of the acid bromide, Br2 reacts in an substitution reaction. Hydrolysis of the acid bromide completes the reaction.
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