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 50P

(Use models to solve this problem.)

(a) Write a conformational structure for the most stable conformation of trans-1,4-diethylcyclohexane and for its mirror image.

(b) Are these structures superposable?

(c) Do they represent enantiomers?

(d) Does trans-1,4-diethylcyclohexane have a stereoisomer, and if so, what is it?

(e) Is this stereoisomer chiral?

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Students have asked these similar questions
Draw the most stable conformation of cis-1-tert-butyl-3-ethylcyclohexane. (a) (b) trans-1-tert-butyl-2-methylcyclohexane. (c) trans-1-tert-butyl-3-(1,1-dimethylpropyl)cyclohexane.
Draw the alternative chair conformations for the cis and trans isomers of 1,2-dimethylcyclohexane, 1,3- dimethylcyclohexane, and 1,4-dimethylcyclohexane. (a ) Indicate by a label whether each methyl group is axial or equatorial. (b) For which isomer(s) are the alternative chair conformations of equal stability? (c) For which isomer(s) is one chair conformation more stable than the other?
draw the most stable conformation of (a) ethylcyclohexane (b) 3-isopropyl-1,1-dimethylcyclohexane

Chapter 5 Solutions

Organic Chemistry

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