8. Which of the following is the most stable staggered conformer? Me H OH Me Me OH Me OH Me H Conformer A OH HO H Conformer B OH H H Me Conformer C a. Conformer B because the anti OH groups avoid hydrogen bonding, which is a destabilizing effect. b. Conformer A because there are only two gauche interactions, and hydrogen bonding between the two OH groups is a stabilizing effect. c. Conformer C because there is no steric strain for Me-OH gauche interactions and hydrogen bonding between the two OH groups is a stabilizing effect. d. Conformer B because the large OH groups are anti to each other.

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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8. Which of the following is the most stable staggered conformer?
Me
H
OH
Me
Me
OH
Me
OH
Me
H
Conformer A
OH
HO
H
Conformer B
OH
H
H
Me
Conformer C
a. Conformer B because the anti OH groups avoid hydrogen bonding, which is a destabilizing
effect.
b. Conformer A because there are only two gauche interactions, and hydrogen bonding
between the two OH groups is a stabilizing effect.
c. Conformer C because there is no steric strain for Me-OH gauche interactions and hydrogen
bonding between the two OH groups is a stabilizing effect.
d. Conformer B because the large OH groups are anti to each other.
Transcribed Image Text:8. Which of the following is the most stable staggered conformer? Me H OH Me Me OH Me OH Me H Conformer A OH HO H Conformer B OH H H Me Conformer C a. Conformer B because the anti OH groups avoid hydrogen bonding, which is a destabilizing effect. b. Conformer A because there are only two gauche interactions, and hydrogen bonding between the two OH groups is a stabilizing effect. c. Conformer C because there is no steric strain for Me-OH gauche interactions and hydrogen bonding between the two OH groups is a stabilizing effect. d. Conformer B because the large OH groups are anti to each other.
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