Which compound, after treatment with NaNO2/HCl at 273-278 K and then with alkaline 2-naphthol, gives an orange-red dye?

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Which compound, after treatment with $NaNO X_{2} / HCl$ at 273-278 K and then with alkaline 2-naphthol, gives an orange-red dye?

A $C X_{6} H X_{5} N (CH X_{3}) X_{2}$
B $C X_{6} H X_{5} CH X_{2} NH X_{2}$
C $C X_{6} H X_{5} NHCH X_{3}$
D $C X_{6} H X_{5} NH X_{2}$

Answer: D

Only a primary aromatic amine gives a stable diazonium salt that couples with 2-naphthol to form an azo dye. Benzylamine (aliphatic) decomposes with loss of

N X_{2}

, and the secondary and tertiary arylamines do not give diazonium salts.

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Which compound, after treatment with NaNOX2​/HCl at 273-278 K and then with alkaline 2-naphthol, gives an orange-red dye?

Answer: D

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Which compound, after treatment with $NaNO X_{2} / HCl$ at 273-278 K and then with alkaline 2-naphthol, gives an orange-red dye?