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CH3 5. 3 H3C. HO ČH3 3-isopropyl-5-methylcyclohexanol There are four cis,trans isomers for 3-isopropyl-5-methylcyclohexanol, where the cis,trans designations of the substituents are made relative to the OH group: • up, up, up (cis,cis) • up, up, down (cis,trans) up, down, down (trans,cis) • up, down, up (trans,trans) Consider the most stable chair for each of these isomers, and then draw the most stable and least stable isomer based on a comparison of the best chair for each one.

CH3 5. 3 H3C. HO ČH3 3-isopropyl-5-methylcyclohexanol There are four cis,trans isomers for 3-isopropyl-5-methylcyclohexanol, where the cis,trans designations of the substituents are made relative to the OH group: • up, up, up (cis,cis) • up, up, down (cis,trans) up, down, down (trans,cis) • up, down, up (trans,trans) Consider the most stable chair for each of these isomers, and then draw the most stable and least stable isomer based on a comparison of the best chair for each one.

Chemistry
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
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Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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CH3 H3C. 1. ČH3 3-isopropyl-5-methylcyclohexanol There are four cis,trans isomers for 3-isopropyl-5-methylcyclohexanol, where the cis,trans designations of the substituents are made relative to the OH group: • up, up, up (cis,cis) • up, up, down (cis,trans) down (trans.cis) • up, down, • up, down, up (trans,trans) Consider the most stable chair for each of these isonmers, and then draw the most stable and least stable isomer based on a comparison of the best chair for each one. • To simplify matters, consider only axial vs equatorial energies of the groups (i.e. do not worry about the interactions between the groups, which in reality is also • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • You do not have to explicitly draw H atoms. • Use "flat" representations of rings, not chairs, in your drawing. Most stable Least stable
Transcribed Image Text:CH3 H3C. 1. ČH3 3-isopropyl-5-methylcyclohexanol There are four cis,trans isomers for 3-isopropyl-5-methylcyclohexanol, where the cis,trans designations of the substituents are made relative to the OH group: • up, up, up (cis,cis) • up, up, down (cis,trans) down (trans.cis) • up, down, • up, down, up (trans,trans) Consider the most stable chair for each of these isonmers, and then draw the most stable and least stable isomer based on a comparison of the best chair for each one. • To simplify matters, consider only axial vs equatorial energies of the groups (i.e. do not worry about the interactions between the groups, which in reality is also • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • You do not have to explicitly draw H atoms. • Use "flat" representations of rings, not chairs, in your drawing. Most stable Least stable
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