The diaxial conformation of cis- 1,3-dimethylcyclohexane is approximately 23 kl/mol (5.4 kcal/mol) less stable than the diequatorial conformation. Draw the two possible chair conformations, and suggest a reason for the large energy difference.

The diaxial conformation of cis- 1,3-dimethylcyclohexane is approximately 23 kl/mol (5.4 kcal/mol) less stable than the diequatorial conformation. Draw the two possible chair conformations, and suggest a reason for the large energy difference.

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter4: Organic Compounds: Cycloalkanes And Their Stereochemistry

Section4.SE: Something Extra

Problem 47AP: The diaxial conformation of cis-1, 3-dimethylcyclohexane is approximately 23 kJ/mol (5.4 kcal/mol)...

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Concept explainers

Alkanes and Cycloalkanes

Alkanes are saturated organic compounds which are made up of C and H atoms. Alkanes have the general formula of CnH2n+2. Alkane contains sp3 hybridized carbon atoms with four sigmas (σ) bonds & every hydrogen atom is connected with one of the carbon atoms. The size of the alkane could be determined by the number of carbon atoms located in it.

Question

The diaxial conformation of cis- 1,3-dimethylcyclohexane is approximately 23
kl/mol (5.4 kcal/mol) less stable than the diequatorial conformation. Draw the
two possible chair conformations, and suggest a reason for the large energy
difference.

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