Question
Explain Hoffmann degradation of amides.
Write a note on Hoffmann bromamide degradation.
Write a note on Hoffmann bromamide degradation.
✓
Answer
The conversion of amides into amines in the presence of bromine and alkali is known as Hoffmann degradation of amides. An important characteristic of this reaction is that an amine with one carbon less than those in the amide is formed. Thus, decreasing the length of carbon chain. This reaction is an example of molecular rearrangement and involves the migration of an alkyl or aryl group from the carbonyl carbon to the adjacent nitrogen atom. For example,
(1) When propanamide is treated with bromine and aqueous or alcoholic sodium hydroxide, ethanamine is obtained which has one carbon atom less.
(1) When propanamide is treated with bromine and aqueous or alcoholic sodium hydroxide, ethanamine is obtained which has one carbon atom less.
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