JEE Main · 2025 · 23 Jan 2025 · Shift 2 · Alcohols Phenols and Ethers

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Identify the products [A] and [B], respectively in the following reaction :

(see structure)
  1. (A)[A] (see structure) , [B] (see structure)
    Structure A
    A
    Structure B
    B
  2. (B)[A] (see structure) , [B] (see structure)
    Structure A
    A
    Structure B
    B
  3. (C)[A] (see structure) , [B] (see structure)
    Structure A
    A
    Structure B
    B
    ✓ Correct
  4. (D)[A] (see structure) , [B] (see structure)
    Structure A
    A
    Structure B
    B

Answer: (C)

Solution

Chlorobenzene fused with NaOH at 623 K/300 atm and then acidified regenerates the free phenol — this is product [A]. Oxidising phenol with hydroxylates and then oxidises the para position, converting both oxygens of the ring into carbonyls and giving para-benzoquinone (cyclohexa-2,5-diene-1,4-dione) as [B]. So [A] is phenol and [B] is para-benzoquinone.

JEE Main · 2025 · 23 Jan 2025 · Shift 2 · Single correct option

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