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JEE Advanced levelSingle correct optionDifficulty 3 of 3ro106

2-Methylcyclohexanone is treated with a peroxy acid. The major product is

  1. A3-methyloxepan-2-one
  2. B2-methylhexanedioic acid
  3. C7-methyloxepan-2-one
  4. D6-methyloxepan-2-one

Answer: C

The more substituted ring carbon (C2, secondary and bearing the methyl) migrates in preference to the primary at C6. Oxygen is inserted between C1 and C2. In the lactone, numbering O as 1 and the carbonyl carbon as 2, the carbon attached to O and carrying the methyl is C7. The product is 7-methyloxepan-2-one.
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