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Question

Which of the following tests is suitable to differentiate between aniline and benzylamine?

A
Aniline gives dye test on diazotisation and reaction with βnaphthol, while benzylamine gives alcohol.
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B
Benzylamine gives green dry with betanaphthol after diazotisation while aniline gives orange dye.
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C
Aniline gives carbylamine reaction while benzylamine does not.
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D
Benzylamine gives carbylamine reaction while aniline does not.
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Solution

The correct option is A Aniline gives dye test on diazotisation and reaction with βnaphthol, while benzylamine gives alcohol.
Aniline forms stable diazonium salts when reacted with nitrous acid HNO2, and no N2 gas is evolved.
NaNO2+HClHNO2+NaCl
C6H5NH2NaNO2+HCl−−−−−−−C6H5N2Cl+NaCl+2H2O

Benzylamine on reaction with HNO2 yeilds Benzyl alcohol and Nitrogen gas.
C6H5CH2NH2HNO2−−−[C6H5CH2N+2Cl]H2OC6H5CH2OH+HCl+N2(g)

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