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JEE Advanced levelSingle correct optionDifficulty 3 of 3st214

For cis-1,3-dimethylcyclohexane take: a CH/H syn-diaxial interaction and a CH/CH syn-diaxial interaction . What is the energy of the diaxial chair relative to the diequatorial chair? (Count each distinct interaction once.)

  1. A
  2. B
  3. C
  4. D

Answer: C

In the diaxial chair the C1 methyl interacts with the axial substituents on C3 and C5, and the C3 methyl with those on C1 and C5. The CH(1)/CH(3) interaction is a single shared interaction (15.4), and each methyl also faces the axial H on C5 (2 3.7 = 7.4). Total kJ/mol, with the diequatorial chair free of such strain.
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