Practice Problems: For the below molecules, draw the chair conformation in its most stable stale. If both states have the same degree of stability, draw both.

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter7: Cycloalkanes
Section: Chapter Questions
Problem 17E: Build a model of methylcyclohexane, and use the model to complete the following Newmanprojections of...
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4.
5.
6.
CI
Transcribed Image Text:4. 5. 6. CI
F. Stability of Cycloalkanes- Ring strain
Among the cyclic compounds found in nature, 5 or 6 member ring compounds are most stable.
3 and 4 member ring are less stable- due to angle strain- Bayer Strain theory. Cyclic compoun ds
can exist in puckered structure- more than 5 member rings are puckered and gain stability.
Among different puckered conformations of cyclohexane, Chair conformation is more stable.
When the re is /are substituents, use the following tips to determine which chair conformation
is most stable.
I.
The largest substituent should be in the equatorial position. In the axial position, the
substituent will experience 1,3 diaxial interactions (which is less stable).
I.
In the situation where two substituents are the same and one occupies the axial
position while the other occupies the equatorial position, both chair conformations
have the same degree of stability.
Practice Problems: For the below molecules, draw the chair conformation in its most
stable stale. If both states have the same degree of stability, draw both.
1.
Transcribed Image Text:F. Stability of Cycloalkanes- Ring strain Among the cyclic compounds found in nature, 5 or 6 member ring compounds are most stable. 3 and 4 member ring are less stable- due to angle strain- Bayer Strain theory. Cyclic compoun ds can exist in puckered structure- more than 5 member rings are puckered and gain stability. Among different puckered conformations of cyclohexane, Chair conformation is more stable. When the re is /are substituents, use the following tips to determine which chair conformation is most stable. I. The largest substituent should be in the equatorial position. In the axial position, the substituent will experience 1,3 diaxial interactions (which is less stable). I. In the situation where two substituents are the same and one occupies the axial position while the other occupies the equatorial position, both chair conformations have the same degree of stability. Practice Problems: For the below molecules, draw the chair conformation in its most stable stale. If both states have the same degree of stability, draw both. 1.
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