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AP EAMCET201923 Apr 2019Morning ShiftChemistryCarboxylic Acid DerivativesActual

Which of the following conversion represents Fries rearrangement?

Options

  1. AO-acylated phenol to C-acylated phenol
  2. BC-acylated phenol to O-acylated phenol
  3. C( N )-acylated phenol to ( C )-acylated phenol
  4. DC-acylated phenol to ( N )-acylated phenol

Correct answer

A. O-acylated phenol to C-acylated phenol

Step-by-step solution

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 :

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