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Q. An organic compound $(A) C _{9} H _{13} N$ dissolves in dil. $HCl$ and releases $N _{2}$. with $HNO _{2}$ giving an optically active alcohol. Alcohol on oxidation gives dicarboxylic acid, which on heating form anhydride. The organic compound $(A)$ is

Amines

Solution:

The amine should be primary as it is releasing $N _{2}$ and alcohol on reaction with $HNO _{2}$. As alcohol on oxidation giving dicarboxylic acid which on heating form anhydride, thus, the possible structure of amine with the formula $C _{9} H _{13} N$ is

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