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Multiple Choice

Base hydrolysis of an amide yields which products?

Base hydrolysis uses hydroxide to break the amide. The hydroxide attacks the carbonyl carbon, and the C–N bond breaks to give a carboxylate and the amine. In basic solution, the carboxyl group is deprotonated, forming a carboxylate salt, while the nitrogen ends up as an (unprotonated) amine. So the products are a carboxylate salt and an amine.

Base hydrolysis uses hydroxide to break the amide. The hydroxide attacks the carbonyl carbon, and the C–N bond breaks to give a carboxylate and the amine. In basic solution, the carboxyl group is deprotonated, forming a carboxylate salt, while the nitrogen ends up as an (unprotonated) amine. So the products are a carboxylate salt and an amine.