When cyclohexane is substituted by an ethynyl group, -C=CH, the energy differencebetween axial and equatorial conformations is only 1.7 kJ (0.41 kcal)/mol. Compare theconformational equilibrium for methylcyclohexane with that for ethynylcyclohexane andaccount for the difference between the two.

Answered: Image /qna-images/answer/1788f44b-e889-445c-86b6-b7f2a6be06a8.jpg

Answered: When cyclohexane is substituted by an…

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter2: Alkanes And Cycloalkanes

Section: Chapter Questions

Problem 2.46P

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When cyclohexane is substituted by an ethynyl group, -C=CH, the energy difference between axial and equatorial conformations is only 1.7 kJ (0.41 kcal)/mol. Compare the conformational equilibrium for methylcyclohexane with that for ethynylcyclohexane and account for the difference between the two.