Mechanism of hoffmann bromamide degradation reaction
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✔Hoffmann developed a method for preparation of primary amines by treating an amide with bromine in an aqueous or ethanolic solution of sodium hydroxide.
✔In this degradation reaction, migration of an alkyl or aryl group takes place from carbonyl carbon of the amide to the nitrogen atom.
✔The amide so formed contains one carbon less than that present in the amide.
⭐Reaction ----
RCONH2 + Br2 +4NaOH ➡RNH2 + Na2CO3 + 2NaBr + 2H2O
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