The major product in the above reaction is:

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Question

(A) The starting material is $3-(	ext{aminomethyl})	ext{benzamide}$. It contains two nucleophilic nitrogen sites: a primary aliphatic amine $(-CH_2N

Vedclass · Accepted Answer

$3-$(acetamidomethyl)benzamide

Vedclass · Answer

(A) The starting material is $3-(	ext{aminomethyl})	ext{benzamide}$. It contains two nucleophilic nitrogen sites: a primary aliphatic amine $(-CH_2NH_2)$ and a primary amide $(-CONH_2)$.Aliphatic amines are significantly more nucleophilic than amides because the lone pair on the nitrogen of the amide is delocalized into the carbonyl group via resonance,making it less available for nucleophilic attack.Therefore,acetic anhydride $(CH_3CO)_2O$ will selectively acetylate the more nucleophilic aliphatic amine group.The reaction is: $3-(	ext{aminomethyl})	ext{benzamide} + (CH_3CO)_2O ightarrow 3-(	ext{acetamidomethyl})	ext{benzamide} + CH_3COOH$.The major product is $3-(	ext{acetamidomethyl})	ext{benzamide}$.

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