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JEE Advanced levelSingle correct optionDifficulty 3 of 3ro104

4-Methoxyacetophenone is treated with mCPBA, and the product is heated with aqueous and then acidified with . The two organic compounds obtained are

  1. A4-methoxybenzoic acid and methanol
  2. B4-methoxyphenol and ethanoic acid
  3. C4-methoxyphenol and ethanal
  4. D4-methoxyphenylacetic acid and water

Answer: B

In the Baeyer-Villiger step the aryl group migrates in preference to methyl, giving 4-methoxyphenyl ethanoate, . Alkaline hydrolysis cleaves the ester into the phenoxide and ethanoate, and acidification gives 4-methoxyphenol and ethanoic acid. The methyl ether is untouched.
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