Answers: a. Use strain energy increments in the OWL Table Reference (see References button, Strain Energy Increments) to calculate the energy difference between the two chair conformations of the compound below. b. Specify substituent positions (axial or equatorial) in the more stable chair. c. Estimate the percent of the more stable chair at equilibrium at 25°C. (To determine the percent of the more stable chair at equilibrium, first calculate Keq and then use this value to find the percentage.) H3C CH3 a. The energy difference is b. In the more stable chair: OH kJ/mol. position. position. • The isopropyl group is in the o The carboxyl group is in the c. At 25°C the equilibrium percent of the more stable chair conformation is approximately

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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a. Use strain energy increments in the OWL Table Reference (see References button, Strain
Energy Increments) to calculate the energy difference between the two chair conformations
of the compound below.
b. Specify substituent positions (axial or equatorial) in the more stable chair.
c. Estimate the percent of the more stable chair at equilibrium at 25°C.
(To determine the percent of the more stable chair at equilibrium, first calculate Keg
and then use this value to find the percentage.)
Answers:
H3C.
CH3
OH
a. The energy difference is
kJ/mol.
b. In the more stable chair:
The isopropyl group is in the
✓ position.
✓ position.
• The carboxyl group is in the
c. At 25°C the equilibrium percent of the more stable chair conformation is approximately
Transcribed Image Text:a. Use strain energy increments in the OWL Table Reference (see References button, Strain Energy Increments) to calculate the energy difference between the two chair conformations of the compound below. b. Specify substituent positions (axial or equatorial) in the more stable chair. c. Estimate the percent of the more stable chair at equilibrium at 25°C. (To determine the percent of the more stable chair at equilibrium, first calculate Keg and then use this value to find the percentage.) Answers: H3C. CH3 OH a. The energy difference is kJ/mol. b. In the more stable chair: The isopropyl group is in the ✓ position. ✓ position. • The carboxyl group is in the c. At 25°C the equilibrium percent of the more stable chair conformation is approximately
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