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On a cyclohexane ring, an axial carboxyl group has a

Organic Chemistry | 6th Edition | ISBN: 9780840054982 | Authors: William H. Brown and Lawrence S. Brown

Problem 17.14 Chapter 17

Organic Chemistry | 6th Edition

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Organic Chemistry | 6th Edition | ISBN: 9780840054982 | Authors: William H. Brown and Lawrence S. Brown

Organic Chemistry | 6th Edition

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Problem 17.14

On a cyclohexane ring, an axial carboxyl group has a conformational energy of 5.9 kJ (1.4 kcal)/mol relative to an equatorial carboxyl group. Consider the equilibrium for the alternative chair conformations of trans-1,4-cyclohexanedicarboxylic acid. Draw the less stable chair conformation on the left of the equilibrium arrows and the more stable chair on the right. Calculate DG0 for the equilibrium as written, and calculate the ratio of the more stable chair to the less stable chair at 25C.

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Chapter 17, Problem 17.14 is Solved
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Textbook: Organic Chemistry
Edition: 6
Author: William H. Brown and Lawrence S. Brown
ISBN: 9780840054982

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