NEETChemistryAmines
Which of the following amides will yield aniline when treated with bromine and aqueous potassium hydroxide?
Options
- ABenzamide
- BPhenylacetamide
- CN-Methylbenzamide
- DAcetanilide
Correct answer
A. Benzamide
Step-by-step solution
The reaction of an amide with bromine and aqueous potassium hydroxide is the Hoffmann bromamide degradation reaction. In this reaction, a primary amide ( R-CONH₂ ) is converted into a primary amine ( R-NH₂ ) containing one carbon atom less than the parent amide. The carbonyl carbon of the amide is lost as a carbonate ion. Since the product is aniline ( C₆H₅NH₂ ), the starting amide must contain the phenyl group directly attached to the carbonyl carbon. Therefore, the starting amide is benzamide ( C₆H₅CONH₂ ). Pheny