22. Carboxylic Acid Derivatives: NAS
Nucleophilic Acyl Substitution
3:19 minutes
Problem 21-6c
Textbook Question
Textbook Question(c) Propose a second mechanism for the reaction of benzoic acid with acetyl chloride to give acetic benzoic anhydride. This time, let the other oxygen of benzoic acid serve as the nucleophile to attack the carbonyl group of acetyl chloride. Because proton transfers are fast between these oxygen atoms, it is difficult to differentiate between these two mechanisms experimentally.
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