The amine shown is treated with cold NaNO2/HCl. Which structure is the major product?

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JEE Main levelSingle correct optionDifficulty 2 of 3nc257

The amine shown is treated with cold $NaNO X_{2}$ / $HCl$ . Which structure is the major product?

AStructure A
BStructure B
CStructure C
DStructure D

Answer: D

The compound shown is N-methylaniline, a secondary aromatic amine. Secondary amines, aliphatic or aromatic, are N-nitrosated by nitrous acid, giving N-methyl-N-nitrosoaniline (a yellow oil). It cannot form a diazonium salt since it has only one N-H.

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The amine shown is treated with cold NaNOX2​/HCl. Which structure is the major product?

Answer: D

More questions on Hinsberg, carbylamine and HNO2 reactions of drawn amines

The amine shown is treated with cold $NaNO X_{2}$ / $HCl$ . Which structure is the major product?