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JEE Main · 2022 · 28 Jul 2022 · Shift 2 · Alcohols Phenols and Ethers

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Compound I is heated with Conc. HI to give a hydroxy compound A which is further heated with Zn dust to give compound B. Identify A and B.
Structure Compound I
Compound I
  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
  4. (D)A = (see structure), B = (see structure)
    Structure A
    A
    Structure B
    B
    ✓ Correct

Answer: (D)

Solution

Compound I (anisole, methoxybenzene) reacts with conc. HI via cleavage of the C-O bond to give phenol (A). Heating phenol with Zn dust (reductive deoxygenation) removes the -OH group, yielding benzene (B). Therefore A = phenol and B = benzene, which corresponds to option (D).

JEE Main · 2022 · 28 Jul 2022 · Shift 2 · Single correct option

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