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JEE Main levelSingle correct optionDifficulty 2 of 3g3180

2-Methylcyclohexan-1-one is treated with one equivalent of LDA in THF at . The major enolate is formed by removal of

  1. Athe H from C-2 (the bearing the methyl group), giving the more substituted
  2. Ban H from the methyl group on C-2
  3. Can H from C-3
  4. Dan H from C-6 (the side), giving the less substituted

Answer: D

LDA is a strong, bulky base and deprotonation is irreversible, so kinetic control operates. The base removes the more accessible hydrogen at C-6 faster. The less substituted (kinetic) enolate results.
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