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NEETChemistryAlcohols Phenols and Ethers

Consider the following sequence of reactions: Aniline [ 0-5 ^ C ] NaNO ₂ + HCl Intermediate Warm H ₂ O Compound X Br ₂ (aq) Compound Y Identify Compound Y and its physical appearance.

Options

  1. Ap -Bromophenol, white precipitate
  2. B2,4,6-Tribromoaniline, white precipitate
  3. C2,4,6-Tribromophenol, white precipitate
  4. D2,4,6-Tribromophenol, yellow precipitate

Correct answer

C. 2,4,6-Tribromophenol, white precipitate

Step-by-step solution

Aniline reacts with NaNO ₂ and HCl at 0-5^ C to undergo diazotisation, forming benzene diazonium chloride. Warming the diazonium salt with water hydrolyses it to form phenol (Compound X). When phenol is treated with aqueous bromine (bromine water), it undergoes electrophilic aromatic substitution at all ortho and para positions due to the strong activating effect of the - OH group in aqueous medium. This results in the formation of 2,4,6-tribromophenol (Compound Y), which appears as a white precipitate. Answer: 2,4

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