MolSynapsequestion bank
MolSynapse / Question bank / Stereoisomerism / Conformational analysis of ethane, butane and cyclohexane
JEE Advanced levelSingle correct optionDifficulty 3 of 3st163

In cis-1,4-di-tert-butylcyclohexane, a chair necessarily has one tert-butyl group axial; assume this chair lies 26.0 kJ/mol above the all-equatorial reference, while the twist-boat with both tert-butyl groups pseudo-equatorial lies 23.0 kJ/mol above the same reference. Take R = 8.314 J/(K mol), 298 K, and neglect degeneracy. The percentage of molecules in the twist-boat form at equilibrium is closest to

  1. A77%
  2. B23%
  3. C50%
  4. D99%

Answer: A

The twist-boat is lower than the axial-tert-butyl chair by 3.0 kJ/mol. Ratio twist-boat/chair = . Fraction twist-boat = 3.36/(1 + 3.36) = 77%. The chair fraction is 23%.
Practice Stereoisomerism More on Conformational analysis of ethane, butane and cyclohexane

More questions on Conformational analysis of ethane, butane and cyclohexane