Draw the alternative chair conformations for the product formed by the addition of bromine to 4-tert-butylcyclohexene. The Gibbs free energy differences between equatorial and axial substituents on a cyclohexane ring are 21 kJ (4.9 kcal)/mol for tert-butyl and 2.0–2.6 kJ (0.48–0.62 kcal)/mol for bromine. Estimate the relative percentages of the alternative chair conformations you drew in the first part of this problem

Draw the alternative chair conformations for the product formed by the addition of bromine to 4-tert-butylcyclohexene. The Gibbs free energy differences between equatorial and axial substituents on a cyclohexane ring are 21 kJ (4.9 kcal)/mol for tert-butyl and 2.0–2.6 kJ (0.48–0.62 kcal)/mol for bromine. Estimate the relative percentages of the alternative chair conformations you drew in the first part of this problem

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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