(a) Propose a mechanism for the reaction of benzyl alcohol with acetyl chloride to give
Chapter 21, Problem PROBLEM 21-6(choose chapter or problem)
(a) Propose a mechanism for the reaction of benzyl alcohol with acetyl chloride to give benzyl acetate. (b) Propose a mechanism for the reaction of benzoic acid with acetyl chloride to give acetic benzoic anhydride. (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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