JEE Main · 2019 · 08 Apr 2019 · Shift 1 · Compounds Containing Nitrogen

Coupling of benzene diazonium chloride with 1-naphthol in alkaline medium will give:

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

Answer: (B)

Solution

Benzene diazonium chloride is a weak electrophile that attacks an activated ring. With 1-naphthol in alkaline medium the phenol is present as the more reactive naphthoxide, and coupling occurs on the oxygen-bearing ring at the position para to the hydroxyl group, giving the orange-red azo dye 4-(phenylazo)naphthalen-1-ol shown.

JEE Main · 2019 · 08 Apr 2019 · Shift 1 · Single correct option

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