given: (i) (iii) (iv) Which one is more stable? Briefly explain your answer. Use a suitable formula to estimate the amount of conformers (in percent) in which the methyl group is in axial and equatorial position at 298 K. Estimate also the energy that would be needed to have a ratio of 99.9% to 0.1%. What is the meaning of the calculated percentage of each particular conformer?

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
Chapter16: Aldehydes And Ketones
Section: Chapter Questions
Problem 16.71P
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Don’t answer (I)
QUESTION THREE
H₂CC
H₂C
CH₂
(i)
(ii)
H
2 x 1.0 = 2.0 kJ/mol steric strain
52004 Thomson-Brooks Cole
(iii)
(iv)
-H
Ring-flip
H₂C
H₂C-C
H-
CH₂
-CI
(a) Consider the following chair conformers shown above. The energy costs for each one is
given:
2 x 11.4 = 22.8 kJ/mol steric strain
Which one is more stable? Briefly explain your answer.
Use a suitable formula to estimate the amount of conformers (in percent) in which
the methyl group is in axial and equatorial position at 298 K.
Estimate also the energy that would be needed to have a ratio of 99.9% to 0.1%.
What is the meaning of the calculated percentage of each particular conformer?
Transcribed Image Text:QUESTION THREE H₂CC H₂C CH₂ (i) (ii) H 2 x 1.0 = 2.0 kJ/mol steric strain 52004 Thomson-Brooks Cole (iii) (iv) -H Ring-flip H₂C H₂C-C H- CH₂ -CI (a) Consider the following chair conformers shown above. The energy costs for each one is given: 2 x 11.4 = 22.8 kJ/mol steric strain Which one is more stable? Briefly explain your answer. Use a suitable formula to estimate the amount of conformers (in percent) in which the methyl group is in axial and equatorial position at 298 K. Estimate also the energy that would be needed to have a ratio of 99.9% to 0.1%. What is the meaning of the calculated percentage of each particular conformer?
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