Question

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.

Specify substituent positions (axial or equatorial) in the more stable chair.

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 K_eq, and then use this value to find the percentage.)

Answers:

The energy difference is kJ/mol.

In the more stable chair:

The chloro group is in the _________axial, equatorial, or both position.

The methyl group is in the _________axial, equatorial, or both position.

At 25°C the equilibrium percent of the more stable chair conformation is approximately _____60, 65, 70, 75, 80, 85, 90, 95, or >95.

Cl CH3