hofmann bromamide

Question

Hofmann bromamide reaction converts an amide to:

RankGuru · Accepted Answer

1. **Reactants**: Amide ($R-CONH_2$) treated with Bromine ($Br_2$) and aqueous/alcoholic $KOH/NaOH$.
2. **Transformation**: $R-CONH_2 + Br_2 + 4NaOH 	o R-NH_2 + Na_2CO_3 + 2NaBr + 2H_2O$.
3. **Mechanism Key**: The reaction involves the migration of the alkyl group from the carbonyl carbon to the Nitrogen atom (Hofmann rearrangement).
4. **Carbon Count**: The carbonyl Carbon ($C=O$) is lost as Carbonate ($CO_3^{2-}$).
5. **Result**: The product is a **primary amine** which has **one carbon atom less** than the starting amide. This is a powerful method for descending a series.

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hofmann bromamide

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