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  4. An organic compound (X) was treated with sodium nitrite and HCl in ice cold conditions. Bubbles of nitrogen gas were seen coming out. The compound (X) may be

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Q. An organic compound $(X)$ was treated with sodium nitrite and $HCl$ in ice cold conditions. Bubbles of nitrogen gas were seen coming out. The compound $(X)$ may be

Amines

Solution:

Primary aliphatic amines form alcohols with the evolution of $N_2$ on reaction with $NaNO_2$ and $HCl$.
$RNH_2 + NaNO_2 \xrightarrow{HCl} ROH + N_2 \uparrow +H_2O$