JEE Main 2022 · 29 July · evening · Single correct · +4 / −1

The Hinsberg reagent is

  1. (a)
    Option (a)
  2. (b)
    Option (b)
  3. (c)
    Option (c)
  4. (d)
    Option (d)
Answer and solution

Answer (a)

Solution

Chemistry ma’am · 3 steps

Hinsberg reagent is benzenesulphonyl chloride: look for the -SO₂Cl group on the ring.

  1. What the reagent is. The Hinsberg reagent is benzenesulphonyl chloride, C₆H₅SO₂Cl. That is structure (a): a benzene ring joined to sulphur, with two S=O bonds and one S-Cl bond.
  2. How it works. Primary and secondary amines have an N-H bond, so they attack the sulphur and push out Cl⁻. This forms a sulphonamide. A tertiary amine has no N-H and does not react.
    AmineProduct with C₆H₅SO₂ClIn aqueous KOH
    Primary, RNH₂C₆H₅SO₂NHRdissolves: the N–H left on N is acidic
    Secondary, R₂NHC₆H₅SO₂NR₂insoluble: no N–H left
    Tertiary, R₃Nno reactionno sulphonamide forms
  3. So. The Hinsberg reagent is benzenesulphonyl chloride, option (a).

The idea to keep. Hinsberg test uses C₆H₅SO₂Cl to tell 1°, 2° and 3° amines apart: 1° gives a sulphonamide soluble in alkali, 2° gives an insoluble one, 3° does not react.

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 2022.