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NEETChemistryAlcohols Phenols and Ethers

Match List-I with List-II regarding the preparation of phenol. List-I (Substrate) List-II (Reagents/Conditions) A. Chlorobenzene I. Oleum, then NaOH , H ^+ B. Benzene II. O ₂ , then H ₃ O ^+ C. Aniline III. NaOH ( 623 K , 300 atm ), then H ^+ D. Cumene IV. NaNO ₂ + HCl ( 273-278 K ), then warm H ₂ O Choose the correct answer from the options given below:

Options

  1. AA-III, B-I, C-IV, D-II
  2. BA-I, B-III, C-IV, D-II
  3. CA-III, B-I, C-II, D-IV
  4. DA-II, B-IV, C-I, D-III

Correct answer

A. A-III, B-I, C-IV, D-II

Step-by-step solution

Chlorobenzene is converted to phenol by Dow's process, which requires extreme conditions: NaOH at 623 K and 300 atm , followed by acidification (A-III). Benzene is first sulphonated with oleum to form benzene sulphonic acid, which is then fused with NaOH and acidified to yield phenol (B-I). Aniline is diazotised using NaNO ₂ and HCl at 273-278 K to form benzene diazonium chloride, which on warming with water gives phenol (C-IV). Cumene is oxidised by O ₂ to cumene hydroperoxide, which upon acid hydrolysis ( H ₃ O ^

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