Organic Chemistry
Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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Question
Chapter 27.SE, Problem 39AP
Interpretation Introduction

Interpretation:

The three-dimentional conformation of digitoxigenin is to be drawn indicating whether the two hydroxyl groups are axial or equatorial.

Concept introduction:

If the two cyclohexane rings are fused in trans manner the two hydrogens at the ring junction will be diaxial. If the ring fusion is cis, then a hydrogen at one ring junction is axial while that in the other junction is equatorial.

Among the disubstituted cyclohexanes, 1,2- cis, 1,3- trans and 1,4-cis substituents will have axial and equatorial arrangements. 1,2-trans, 1,3-cis and 1,4-trans substituents will have either diequatorial or diaxial arrangements.

To draw:

The three-dimentional conformation of digitoxigenin, indicating whether the two hydroxyl groups are axial or equatorial.

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Chapter 27 Solutions

Organic Chemistry

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