JEE Main · 2023 · 11 Apr 2023 · Shift 2 · Compounds Containing Nitrogen

Compound ' B ' is
(see reaction scheme)

Choose the correct answer from the options given below :

(A)(see structure)
(B)(see structure)
✓ Correct
(C)(see structure)
(D)(see structure)

Answer: (B)

Solution

The phenol reacts with nitrous acid, generated in situ from sodium nitrite and hydrochloric acid, which is a weak electrophile and attacks the ring at the position para to the hydroxyl group, giving the para-nitroso phenol as intermediate A. Ammonium hydrosulphide then reduces the nitroso group to a primary amino group, leaving the hydroxyl and isopropyl substituents untouched. Compound B is therefore the aminophenol carrying an

- N H_{2}

group para to the

- OH

group.

JEE Main · 2023 · 11 Apr 2023 · Shift 2 · Single correct option

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