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Q.Give an example of the acylation reaction of phenol.

Tripura TbseHigher Secondary (+2 Stage) Examination 2023Subjective· 1mImportance★★★★★
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Acylation of phenol means replacing the -OH hydrogen with an acyl group (-COR), converting phenol into an ester; reaction with acetic anhydride gives phenyl acetate.

Phenol's -OH oxygen has a lone pair that can attack the carbonyl carbon of an acylating agent (acid anhydride or acid chloride), displacing the leaving group and forming an ester (this is O-acylation).

Example reaction:

C6H5OH + (CH3CO)2O --(pyridine/base, or trace acid)--> C6H5-O-COCH3 (phenyl acetate) + CH3COOH

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