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Synthetic Dyes

A compound ...

Question

A compound $A$ has molecular formula $C_{7} H_{7} N O$ . On treatment with $B r_{2}$ and $K O H$ , $A$ gives an amine $B$ which gives carbylamine test. $B$ upon diazotization and coupling with phenol gives an azo dye. $A$ can be:

C_{6} H_{5} C O N H C O C H_{3}

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C_{6} H_{5} C O N H_{2}

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C_{6} H_{5} N O_{2}

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o, m

p

C_{6} H_{4} (N H_{2}) C H O

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Solution

The correct option is A $C_{6} H_{5} C O N H_{2}$

According to the reactions given for compound $B$ , $B$ should be aniline as it gives carbylamine test and also couples with phenol to form dye.

The action of $B r_{2}$ and $K O H$ is Hoffmann bromamide reaction in which aniline is formed.

Therefore, $A$ should be an amide.

Thus, $A$ is $C_{6} H_{5} C O N H_{2}$ .

Option B is correct.

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