An organic compound \( \text{C}_6\text{H}_9\text{N} \) (A), when treated with nitrous acid, gave an alcohol and \( \text{N}_2 \) gas was evolved. (A) on warming with \( \text{CHCl}_3 \) and caustic potash gave (C), which on reduction gave isopropylmethylamine. Predict the structure of (A):
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The reaction of nitrous acid with a primary amine produces an alcohol and nitrogen gas, and the reduction of certain compounds can lead to amines with new alkyl groups.
Step 1: Nitrous acid reacts with primary amines to form alcohols and release \( \text{N}_2 \) gas. The reaction suggests a primary amine group. Step 2: The structure of the compound formed on reduction suggests an amine group with two alkyl groups attached. This is consistent with isopropylmethylamine.
Final Answer:
\[
\boxed{\text{CH}_3\text{CH}_2\text{N}\text{CH}_3}
\]
