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JEE Main levelSingle correct optionDifficulty 2 of 3nc252

The amine shown is treated with $NaNO X_{2}$ / $HCl$ at 0-5 $^{\circ}$ C and the mixture is allowed to warm. Which structure is the main organic product formed together with nitrogen gas?

AStructure A
BStructure B
CStructure C
DStructure D

Answer: C

The compound shown is benzylamine, a primary aliphatic amine. Its diazonium ion is unstable and loses

N X_{2}

immediately; water captures the benzyl cation to give benzyl alcohol. Aromatic amines, not aliphatic ones, give isolable diazonium salts.

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