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NEET levelSingle correct optionDifficulty 1 of 3st121

On ring flip of the chair conformer of methylcyclohexane that has the methyl group equatorial, the methyl group becomes

  1. Aaxial, and the new chair is more stable
  2. Bequatorial, and the new chair is equally stable
  3. Cequatorial, and the new chair is less stable
  4. Daxial, and the new chair is less stable

Answer: D

Ring flip interconverts axial and equatorial positions. The equatorial methyl becomes axial and suffers two 1,3-diaxial CH3/H interactions (about 7.3 kJ/mol), so the flipped chair is less stable.
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