Organic Chemistry
Organic Chemistry
2nd Edition
ISBN: 9781118452288
Author: David R. Klein
Publisher: WILEY
Question
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Chapter 4, Problem 61PP
Interpretation Introduction

Interpretation:

Chair conformations of myo-inositol should be drawn and most stable conformer is needed to be predicted between them.

Concept introduction:

Chair conformer: chair conformer is a stable conformer for cyclohexane compound. In this chair conformer two positions are important for substitutions one is equatorial and other one axial position. Axial positions are parallel to the axis of ring while equatorial positions are perpendicular to the axis of the ring.

Example:

Organic Chemistry, Chapter 4, Problem 61PP

After ring flip of the conformer, axial position becomes equatorial and equatorial position becomes axial.

Stereochemistry conversions in chair conformation are shown below.

Substituent position cis trans
1,2 position (a,e) or (e,a) (a,a) or (e,e)
1,3 position (a,a) or (e,e) (a,e) or (e,a)
1,4 position (a,e) or (e,a) (a,a) or (e,e)

To find: chair conformers of myo-inositol molecule and stable one between conformers.

Given compound is myo-inositol.

Blurred answer

Chapter 4 Solutions

Organic Chemistry

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