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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Transcribed Image Text:**Educational Content: Drawing Chair Conformations of cis-1-ethyl-3-methylcyclohexane**
**Question:** Draw chair conformations of cis-1-ethyl-3-methylcyclohexane. Is one isomer favored over the other? Explain why?
**Explanation:** The chair conformations of cyclohexane are important in understanding the three-dimensional arrangement of substituents on the ring. The stability of different conformations can explain why one isomer might be favored over the other.
There are two diagrams shown, each representing a different chair conformation of cyclohexane. The shapes illustrate how the carbon atoms are oriented spatially:
1. The first chair conformation shows one form of the cyclohexane ring.
2. The second chair conformation shows the ring flipped to another form.
When substituents such as ethyl and methyl groups are added, their positions (axial or equatorial) impact the overall stability due to steric hindrance. In general, larger groups prefer to be in the equatorial position to minimize 1,3-diaxial interactions, which are destabilizing.
To determine which conformation of cis-1-ethyl-3-methylcyclohexane is favored:
- Assign the ethyl and methyl groups to carbons 1 and 3 of the cyclohexane, respectively.
- Ensure both groups are on the same side (either both axial or both equatorial) for the cis configuration.
- Compare the steric interactions in each conformation.
In the more stable conformation, the larger ethyl group should ideally be in the equatorial position to reduce steric strain. Additionally, assess any other steric interactions that might reduce overall stability. This analysis will help determine the favored chair conformation of cis-1-ethyl-3-methylcyclohexane.
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