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Addition of Halogen Cyanide

Nitrobenzene ...

Question

Nitrobenzene on reacting with Zn and $N H_{4} C l$ gives compound 'A' which shows positive tollens test. Predict the compound 'A'.

A

Phenylhydroxylamine

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B

p-Aminophenol

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C

Aniline

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D

Benzamide

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Solution

The correct option is A Phenylhydroxylamine
$N H_{4} C l$ is a neutral reducing agent. It reduce nitrobenzene to phenylhydroxylamine in presence of Zn metal.

Phenylhydroxylamine on reacting with tollens' reagent get oxidised to nitrosobenzene and the silver ion get reduced to silver metal. This reaction is known as Mulliken-Barker test.

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