Organic Chemistry
Organic Chemistry
12th Edition
ISBN: 9781118875766
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
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Chapter 5, Problem 51P

(Use models co solve this problem.) Write conformational structures for all of the stereoisomers of 1,3-diethylcyclohexane. Label pairs of enantiomers and meso compounds if they exist.

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It is easy to imagine a cyclohexane as a flat hexagon and a lot of the time we draw it that way. Looking at 1,3,5-triethylcyclohexane we cannot tell the stability of the molecule from looking at the flat 2D drawing. Explain why we need to look at the 3D configuration and what conformation (axial,equatorial) would each of the three ethyl groups be in for the most stable configuration.
What is the most stable conformation for trans-1,2-dichlorocyclohexane. Describe and explain briefly
Two VSEPR diagrams for Molecule 1 are given below. They are conformational isomers or molecules that place atoms differently in space because of the rotation of a single bond. H H H:O H:O Conformer 1 H H H Ö: Conformer 2 3. (a) Can you “see” either of the two conformational isomers (Conformer 1 or Conformer 2) in the line drawing that you drew for Molecule 1? Explain your answer.

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