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Compounds Containing Nitrogen question

2025 · 2 Apr · Shift 2 · Q10
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Compounds Containing Nitrogen question

2025 · 2 Apr · Shift 2 · Q10

JEE MainChemistryCompounds Containing NitrogenMCQ+4 / −1
When a concentrated solution of sulphanilic acid and 1-naphthylamine is treated with nitrous acid (273 K)(273 \mathrm{~K})(273 K) and acidified with acetic acid, the mass (g)(\mathrm{g})(g) of 0.1 mole of product formed is : (Given molar mass in gmol−1H:1,C:12, N:14,O:16, S:32\mathrm{g} \mathrm{mol}^{-1} \mathrm{H}: 1, \mathrm{C}: 12, \mathrm{~N}: 14, \mathrm{O}: 16, \mathrm{~S}: 32gmol−1H:1,C:12, N:14,O:16, S:32 )
  1. A
    330
  2. B
    33
  3. C
    343
  4. D
    66
View written solutionFree

Correct answer: B

  1. Identify the reaction

Sulphanilic acid undergoes diazotization with nitrous acid at 273 K273\,\text{K}273K to form a diazonium salt, which then couples with 111-naphthylamine in acidic medium (acetic acid) to give an azo dye.

So the product is formed by:

  • diazotized sulphanilic acid
  • coupling with 111-naphthylamine

This is the well-known azo coupling product.


  1. Write molecular formulas of reactants
  • Sulphanilic acid: H2N−C6H4−SO3H\mathrm{H_2N{-}C_6H_4{-}SO_3H}H2​N−C6​H4​−SO3​H

Its molecular formula is: C6H7NO3S\mathrm{C_6H_7NO_3S}C6​H7​NO3​S

(Check: 6C, 7H, 1N, 3O, 1S6C,\ 7H,\ 1N,\ 3O,\ 1S6C, 7H, 1N, 3O, 1S)

  • 111-Naphthylamine: naphthalene =C10H8= \mathrm{C_{10}H_8}=C10​H8​, replacing one H by NH2\mathrm{NH_2}NH2​ gives: C10H9N\mathrm{C_{10}H_9N}C10​H9​N

  1. Formula of azo product

In azo coupling, the diazonium part and naphthylamine part join through −N=N−-{\rm N=N}-−N=N−, with loss of:

  • one NH2\mathrm{NH_2}NH2​ of sulphanilic acid becoming part of diazonium
  • overall, coupling effectively removes 222 hydrogen atoms from the two aromatic partners

Thus product formula can be obtained as: C6H7NO3S+C10H9N+N2−2H2O?\mathrm{C_6H_7NO_3S + C_{10}H_9N + N_2 - 2H_2O?}C6​H7​NO3​S+C10​H9​N+N2​−2H2​O?

A simpler and correct way is to directly write the coupled product structure: HO3S−C6H4−N=N−C10H6−NH2\mathrm{HO_3S{-}C_6H_4{-}N=N{-}C_{10}H_6{-}NH_2}HO3​S−C6​H4​−N=N−C10​H6​−NH2​

Now count atoms:

  • Carbon: 6+10=166+10=166+10=16
  • Hydrogen: 4+6+2+1=134 + 6 + 2 + 1 = 134+6+2+1=13? Let us count carefully from groups.

From structure:

  • C6H4\mathrm{C_6H_4}C6​H4​ from benzene ring
  • SO3H\mathrm{SO_3H}SO3​H contributes 1H1H1H
  • C10H6\mathrm{C_{10}H_6}C10​H6​ from naphthalene residue
  • NH2\mathrm{NH_2}NH2​ contributes 2H2H2H

Total hydrogen: 4+1+6+2=134+1+6+2=134+1+6+2=13

Nitrogen:

  • azo group: 222
  • amino group: 111

So total formula: C16H13N3O3S\mathrm{C_{16}H_{13}N_3O_3S}C16​H13​N3​O3​S


  1. Calculate molar mass

Using given atomic masses: C:12, H:1, N:14, O:16, S:32\mathrm{C}:12,\ H:1,\ N:14,\ O:16,\ S:32C:12, H:1, N:14, O:16, S:32

M=16(12)+13(1)+3(14)+3(16)+32M = 16(12) + 13(1) + 3(14) + 3(16) + 32M=16(12)+13(1)+3(14)+3(16)+32

=192+13+42+48+32= 192 + 13 + 42 + 48 + 32=192+13+42+48+32

=327 g mol−1= 327\,\text{g mol}^{-1}=327g mol−1


  1. Mass of 0.10.10.1 mol product

m=0.1×327=32.7 gm = 0.1 \times 327 = 32.7\,\text{g}m=0.1×327=32.7g

This is closest to: 33 g33\,\text{g}33g


  1. Check options
  • A: 330330330 g ×\times× incorrect
  • B: 333333 g ✓\checkmark✓
  • C: 343343343 g ×\times×
  • D: 666666 g ×\times×

Therefore, the correct option is B.

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