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Question

p-Chloroaniline and anilinium hydrogen chloride cannot be distinguished by:

A
Sandmeyer reaction
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B
Carbylamine reaction
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C
Hinsberg's reaction
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D
AgNO3
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Solution

The correct option is C Hinsberg's reaction
p-Chloroaniline and anilinium hydrogen chloride can be distinguished by AgNO3. Anilinium hydrogen chloride will give white ppt of AgCl on reaction with AgNO3
but p-chloronoaniline will not react with it because Cl is directly attached to benzene nucleus.

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