JEE Main 2022 · 29 July · morning · Single correct · +4 / −1
Which among the following represent reagent 'A'?

- (a)
- (b)
- (c)
- (d)
Answer and solution
Answer (a)
Solution
Chemistry ma’am · 3 steps
NaOH plus an orange-red dye points straight to 2-naphthol, the classic coupling partner in alkali.
- Read the medium. Benzenediazonium chloride is a weak electrophile, so it couples only with a strongly activated ring. NaOH turns a phenol or naphthol into its phenoxide ion. The O⁻ group activates the ring strongly enough for coupling. Amines are coupled in a mildly acidic medium instead.
- Where it couples. In 2-naphthol, the diazonium ion attacks C-1, the position right next to the OH. This gives 1-phenylazo-2-naphthol, with an extended -N=N⁻ conjugated system that is orange-red.
Option Reagent Coupling medium Dye formed (a) 2-naphthol alkaline (NaOH) orange-red, 1-phenylazo-2-naphthol (b) 1-naphthol alkaline couples at C-4, not the standard orange-red dye (c) aniline mildly acidic yellow p-aminoazobenzene (d) 1-naphthylamine mildly acidic amine coupling, not the NaOH reaction - So. Reagent A is 2-naphthol, option (a). In NaOH it couples with benzenediazonium chloride to give the orange-red azo dye.
The idea to keep. Match the medium to the partner: phenols and naphthols couple in alkali (phenoxide), amines in mild acid. Phenol gives orange, 2-naphthol orange-red, aniline yellow.
Answer from the NTA final answer key. Solution by PrepWiser.