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JEE Advanced levelSingle correct optionDifficulty 3 of 3ro215

Acetophenone is first treated with mCPBA, and the product is then heated with aqueous NaOH, followed by acidification with dilute . The organic products are

  1. Abenzoic acid and ethanoic acid
  2. Bbenzoic acid and methanol
  3. Cphenol and ethanoic acid
  4. Dphenylmethanol and ethanoic acid

Answer: C

Baeyer-Villiger oxidation gives phenyl ethanoate, as phenyl migrates in preference to methyl. Alkaline hydrolysis cleaves the ester into sodium phenoxide and sodium ethanoate, and acidification liberates phenol and ethanoic acid.
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