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JEE Advanced levelSingle correct optionDifficulty 3 of 3nc089

The azo dye 4-hydroxyazobenzene is heated with excess $Sn / HCl$ so that the $N = N$ bond is completely cleaved and both nitrogens end up as amino groups. The organic products are

Atwo molecules of aniline
Baniline and 4-aminophenol
Caniline and phenol
D4-hydroxyhydrazobenzene only (no cleavage)

Answer: B

Exhaustive reduction of an azo compound

Ar - N = N - Ar X^{'}

adds four H atoms and breaks the N-N bond to give

ArNH X_{2}

and

Ar X^{'} NH X_{2}

. The two aryl groups are

C X_{6} H X_{5}

and

C X_{6} H X_{4} OH

(para), so the products are aniline and 4-aminophenol.

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