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JEE Main levelSingle correct optionDifficulty 2 of 3o2178

1-Methylcyclohexene is treated with and then . The major product is

  1. A3-methylcyclohexan-1-ol
  2. B1-methylcyclohexan-1-ol
  3. Ctrans-2-methylcyclohexan-1-ol
  4. Dcis-2-methylcyclohexan-1-ol

Answer: C

Boron adds to the less substituted ring carbon, and H adds to the methyl-bearing carbon on the same face (syn). Oxidation replaces B by OH with retention. The new H and OH are cis, so OH and are trans.
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