JEE Advanced 2015 · Paper 2 · Chemistry Q31

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ChemistryMultiple correct+4 / -2Question 31 of 60

In the following reactions, the major product W is

Aniline with NaNO₂, HCl at 0 °C gives V; V with 2-naphthol and NaOH gives W.

1-Phenylazo-2-naphthol: the N=N-Ph group at C1 of naphthalene, next to the OH at C2.

A naphthol with OH at C3 and the phenylazo group at C1 (meta-related on the same ring).

2-Naphthol with the phenylazo group on the other ring (at C5).

A naphthol with OH at C2 of one ring and the phenylazo group at C5 of the other (drawn rotated).

Answer and worked solution

Official answer: A

V is benzenediazonium chloride. In NaOH it couples with 2-naphthol at C1, the activated position ortho to OH. The product is 1-phenylazo-2-naphthol (Sudan I).

(A)

Topics:Diazonium salts Phenols

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JEE Advanced 2015 · Paper 2, Chemistry question 31