2-Isopropyl-5-methylcyclohexanol

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
Chapter10: Alcohols
Section: Chapter Questions
Problem 10.16P
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There are four cis,trans isomers of 2-isopropyl-5-methylcyclohexanol:
(a) Using a planar hexagon representation for the cyclohexane ring, draw structural formulas for the four cis,trans isomers.
(b) Draw the more stable chair conformation for each of your answers in part (a).
(c) Of the four cis,trans isomers, which is most stable? (Hint: If you answered thispart correctly, you picked the isomer found in nature and given the name menthol.)

2-Isopropyl-5-methylcyclohexanol
Transcribed Image Text:2-Isopropyl-5-methylcyclohexanol
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