Question

p-Chloro aniline and anilinium chloride can be distinguished by:

• A. Sandmeyer reaction
• B. Carbylamine reaction
• C. Hinsberg’s reaction
• D. $AgN{O}_3$

Answer 1

The correct option is D $AgN{O}_3$

Anilinium hydrochloride is an ionic, so easily give up $C{l}^{-}$ for reaction, So it gives a white precipitate of $AgCl$ with $AgN{O}_3$, but p-chloroaniline does not.

$C_6{H}_{5}N{H}_3^{+}C{l}^{-}+AgN{O}_3\to C_6{H}_{5}N{H}_3^{+}N{O}_3^{-}+AgCl\downarrow$