JEE Main · 2025 · Shift-IIhardAMIN-004

When a concentrated solution of sulphanilic acid and 1-naphthylamine is treated with nitrous acid (273 K) and acidified…

Amines · Class 12 · JEE Main Previous Year Question

Question

When a concentrated solution of sulphanilic acid and 1-naphthylamine is treated with nitrous acid (273 K) and acidified with acetic acid, the mass (g) of 0.1 mole of product formed is: (Given molar mass in g mol1^{-1}: H: 1, C: 12, N: 14, O: 16, S: 32)

Options
  1. a

    343

  2. b

    330

  3. c

    33

  4. d

    66

Correct Answerc

33

Detailed Solution

Step 1 — Identify the reaction

Sulphanilic acid (\ceH2NC6H4SO3H\ce{H2N-C6H4-SO3H}) undergoes diazotisation with \ceHNO2\ce{HNO2} at 273 K to form a diazonium salt, which then couples with 1-naphthylamine (\ceC10H7NH2\ce{C10H7NH2}) in acetic acid.

Product (azo dye): \ceHO3SC6H4N=NC10H6NH2\ce{HO3S-C6H4-N=N-C10H6-NH2}, molecular formula \ceC16H13N3O3S\ce{C16H13N3O3S}

Step 2 — Molar mass of product

M=(16×12)+(13×1)+(3×14)+(3×16)+32=192+13+42+48+32=327M = (16 \times 12) + (13 \times 1) + (3 \times 14) + (3 \times 16) + 32 = 192 + 13 + 42 + 48 + 32 = 327 g/mol

Step 3 — Mass of 0.1 mol

Mass =0.1×327=32.733= 0.1 \times 327 = 32.7 \approx 33 g → Option (c)

Key Points to Remember:

  • Diazotisation: primary aromatic amine + \ceHNO2\ce{HNO2} at 273 K → diazonium salt
  • Coupling: diazonium salt + aromatic amine → azo dye
  • Product MW = 327 g/mol; 0.1 mol ≈ 33 g

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