Q16 / 160 · AP EAMCET 2019 (23 Apr Shift 1) · Chemistry

Which of the following conversion represents Fries rearrangement?

  • Correct answer
    A
    O-acylated phenol to C-acylated phenol
  • B
    C-acylated phenol to O-acylated phenol
  • C
    \(\mathrm{N}\)-acylated phenol to \(\mathrm{C}\)-acylated phenol
  • D
    C-acylated phenol to \(\mathrm{N}\)-acylated phenol

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 : Figure

Hence, the correct answer is option: 'A'.

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