JEE Main 2023 · 24 January · evening · Single correct · +4 / −1

Choose the correct colour of the product for the following reaction.

JEE Main PYQ figure
  1. (a) White
  2. (b) Yellow
  3. (c) Red
  4. (d) Blue
Answer and solution

Answer (c) Red

Solution

Chemistry ma’am · 4 steps

This is the nitrite test: the diazonium salt couples with 1-naphthylamine to give a red azo dye.

  1. Spot the reagent. The left compound is CH₃COO-N=N-C₆H₄-SO₃H, the diazonium acetate of sulphanilic acid. It forms when a nitrite is treated with sulphanilic acid in acetic acid.
  2. Coupling reaction. 1-Naphthylamine has a strongly activating -NH₂ group. The diazonium ion attacks the ring at position 4, para to -NH₂, and the -N=N⁻ link joins the two rings.

    HO₃S-C₆H₄-N₂⁺ + C₁₀H₇NH₂ → HO₃S-C₆H₄-N=N-C₁₀H₆-NH₂ + H⁺

  3. Why red. The product is an azo dye. Its long conjugated system runs through a benzene ring, the -N=N⁻ group and the whole naphthalene ring, so it absorbs visible light strongly and looks red.
  4. So. The product is a red azo dye, option (c). This is the Griess–Ilosvay test used to detect NO₂⁻ in salt analysis.

The idea to keep. Sulphanilic acid plus 1-naphthylamine with a nitrite always gives a red azo dye. Remember it as the confirmatory test for NO₂⁻.

Answer from the NTA final answer key. Solution by PrepWiser.

Study Amines & Diazonium Salts

Asked about 170 times in JEE Main since 2020. This question is from 2023.