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AP EAMCET · Chemistry · Carboxylic Acid Derivatives

Which of the following conversion represents Fries rearrangement?

  1. A O-acylated phenol to C-acylated phenol
  2. B C-acylated phenol to O-acylated phenol
  3. C \(\mathrm{N}\)-acylated phenol to \(\mathrm{C}\)-acylated phenol
  4. D C-acylated phenol to \(\mathrm{N}\)-acylated phenol
Verified Solution

Answer & Solution

Correct Answer

(A) O-acylated phenol to C-acylated phenol

Step-by-step Solution

Detailed explanation

Key Idea Fries rearrangement is a rearrangement of reaction of phenolic ester to a hydroxyl aryl ketone by catalysis of Lewis acid. From the given options, (a) represents Fries rearrangement, i.e. O-acylated phenol to C-acylated phenol. The reaction can be written as follows :