Problem

Apply the knowledge gained by studying Table 20.1 to help you predict the major organic pr...

Apply the knowledge gained by studying Table 20.1 to help you predict the major organic product obtained by reaction of benzoyl chloride with each of the following:

(a) Acetic acid                                        


(b) Benzoic acid                                     


(c) Ethanol (f) Water


(d) Methylamine, CH3NH2


(e) Dimethylamine, (CH3)2NH

Sample Solution (a) As noted in Table 20.1, the reaction of an acyl chloride with a carboxylic acid yields an acid anhydride.

The product is a mixed anhydride. Acetic acid acts as a nucleophile and substitutes for chloride on the benzoyl group.

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