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MolSynapse / Question bank / Organic Reaction Mechanisms I: Nucleophiles and Carbonyl Addition / Nucleophilic acyl substitution of carboxylic acid derivatives

JEE Advanced levelOne or more correct optionsDifficulty 3 of 3o1219

Which compounds evolve $NH X_{3}$ gas on heating with concentrated aqueous NaOH?

Aurea
BN-phenylbenzamide
Cbenzamide
DN,N-dimethylacetamide

Answer: A, C

Benzamide gives benzoate and

NH X_{3}

; urea gives carbonate and 2 mol of

NH X_{3}

. N-Phenylbenzamide gives aniline, and N,N-dimethylacetamide gives dimethylamine, which are substituted amines and not

NH X_{3}

.

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