5. Given the molecule 1,2-dimethyl-4-bromocyclohexane below: CH3 20 Br "CH 3 NOTE: All groups are cis with respect to each other. a. Draw the chair and the flipped chair conformation of the molecule above. Label the chair conformation with "A" and the flipped chair conformation with "B". b. Which of the two: chair or flipped chair is more stable, justify your answer.

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
Section2.5: Conformations Of Alkanes And Cycloalkanes
Problem 2.9P: Following is a chair conformation of cyclohexane with the carbon atoms numbered 1 through 6. (a)...
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c. If compared with its diastereomer molecule - the one shown below, which of the two molecules will
be more stable? Justify your answer by showing the chair and flipped chair conformation of the
diastereomer.
Note: For the molecule below it has the C1-methyl group in a cis relationship with the Br. The two
methyl groups are in a trans relationship. The C2-methyl group is in a trans relationship with the
Br.
LCH₂
CH ₂
Transcribed Image Text:c. If compared with its diastereomer molecule - the one shown below, which of the two molecules will be more stable? Justify your answer by showing the chair and flipped chair conformation of the diastereomer. Note: For the molecule below it has the C1-methyl group in a cis relationship with the Br. The two methyl groups are in a trans relationship. The C2-methyl group is in a trans relationship with the Br. LCH₂ CH ₂
5. Given the molecule 1,2-dimethyl-4-bromocyclohexane below:
CH3
20
Br
"CH 3
NOTE: All groups are cis with respect to each other.
a. Draw the chair and the flipped chair conformation of the molecule above. Label the chair
conformation with "A" and the flipped chair conformation with "B".
b. Which of the two: chair or flipped chair is more stable, justify your answer.
Transcribed Image Text:5. Given the molecule 1,2-dimethyl-4-bromocyclohexane below: CH3 20 Br "CH 3 NOTE: All groups are cis with respect to each other. a. Draw the chair and the flipped chair conformation of the molecule above. Label the chair conformation with "A" and the flipped chair conformation with "B". b. Which of the two: chair or flipped chair is more stable, justify your answer.
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