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← JEE Advanced 2022 · Paper 1
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JEE Advanced 2022 · Paper 1, Chemistry question 7

The weight percentage of hydrogen in Q, formed in the following reaction sequence, is _____.

[Given: Atomic mass of H = 1, C = 12, N = 14, O = 16, S = 32, Cl = 35]

Chlorobenzene → [1. NaOH, 623 K, 300 atm; 2. conc. H2SO4 and then conc. HNO3] → Q (major product).
Answer and worked solution

Official answer: 1.3

Q.

  1. NaOH at 623 K and 300 atm (Dow process) converts chlorobenzene to phenol.
  2. Sulphonation followed by nitration gives 2,4,6-trinitrophenol (picric acid), CX6HX3NX3OX7\ce{C6H3N3O7}.

Hydrogen content. M=72+3+42+112=229M=72+3+42+112=229:
%H=3229×100=1.31.\%\text{H}=\frac{3}{229}\times100=1.31.