Draw and determine the correct IUPAC name of each of the constitutional isomers of methylcyclohexanol. For each of the constitutional isomers in part a, sketch the Fischer Structure and make models of the geometric isomers (cis and trans) that are possible. Determine which of the geometric isomers in part b are chiral. Draw all pairs of enantiomers and indicate which molecules are diastereomers. Identify any meso structures.

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 2.50P: There are four cis,trans isomers of 2-isopropyl-5-methylcyclohexanol: (a) Using a planar hexagon...
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Analyze the various isomers of methylcyclohexanol as follows.

  1. Draw and determine the correct IUPAC name of each of the constitutional isomers of methylcyclohexanol.
  2. For each of the constitutional isomers in part a, sketch the Fischer Structure and make models of the geometric isomers (cis and trans) that are possible.
  3. Determine which of the geometric isomers in part b are chiral. Draw all pairs of enantiomers and indicate which molecules are diastereomers. Identify any meso structures.
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