JEE Main · 2022 · Shift-ImediumALCO-241

Difference in reaction of phenol with bromine in chloroform vs water is due to:

Alcohols, Phenols & Ethers · Class 12 · JEE Main Previous Year Question

Question

Difference in reaction of phenol with bromine in chloroform vs water is due to:

Options
  1. a

    Hyperconjugation in substrate

  2. b

    Polarity of solvent

  3. c

    Free radical formation

  4. d

    Electromeric effect of substrate

Correct Answerb

Polarity of solvent

Detailed Solution

Step 1: Reaction of Phenol with Bromine

  • In Water: Phenol is highly activated and undergoes tri-substitution to form 2,4,6-tribromophenol. Water helps in ionizing phenol to phenoxide ion (strong activator).
  • In Chloroform/\ceCS2\ce{CS2}: In a non-polar solvent, phenol does not ionize into the highly reactive phenoxide ion. It exists as phenol, which is less activated than the phenoxide ion.

Step 2: Conclusion The difference is primarily due to the polarity of the solvent, which influences the ionization of the substrate into the phenoxide ion.

Answer: (b) Polarity of solvent\boxed{\text{Answer: (b) Polarity of solvent}} image

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