Which one(s) do not liberate NH_3 when they undergo hydrolysis? [OJEE 2005]

JEE Main Chemistry question

Which one(s) do not liberate when they undergo hydrolysis? [OJEE 2005]

(A)AcetanilideCorrect
(B)Acetonitrile
(C)Acetamide
(D)Phenyl isocyanideCorrect

Answer: (A),(D)

Solution

Hydrolysis of acetonitrile (CH_3CN \xrightarrow{H_2O} CH_3CONH_2 \xrightarrow{H_2O} CH_3COOH+NH_3) and of acetamide (CH_3CONH_2 + H_2O \rightarrow CH_3COOH + NH_3) both liberate free ammonia directly, since the nitrogen in both is bonded only to hydrogens. In acetanilide, , the amide nitrogen

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Question ID VK-150216