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

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

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

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Concept explainers

Alkanes and Cycloalkanes

Alkanes are saturated organic compounds which are made up of C and H atoms. Alkanes have the general formula of CnH2n+2. Alkane contains sp3 hybridized carbon atoms with four sigmas (σ) bonds & every hydrogen atom is connected with one of the carbon atoms. The size of the alkane could be determined by the number of carbon atoms located in it.

Question

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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