Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter2: Alkanes And Cycloalkanes
Section: Chapter Questions
Problem 2.35P: Consider 1-bromo-2-methylpropane and draw the following. (a) The staggered conformation(s) of lowest...
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Question
Draw the most stable conformation of cis-1-2-dimethylcyclohexane
Expert Solution
Step 1
The most stable conformation of cyclohexane is chair conformation. In chair conformation there is 1,3-diaxial interaction between an axial group and hydrogen or other group present axially at C3 position. This is the major destabilizing interaction. So, if there is only one substituent in cyclohexane the group preferentially lies in equatorial position toavoid 1,3-diaxial interaction. In cis-1,2-dimethylcyclohexane, two methyl groups are cis, so, one will be equatorial and other axial.
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