Question

tert-Butyl groups "lock" cyclohexanes into a conformation where the tert-butyl group occupies an equatorial position and...

tert-Butyl groups "lock" cyclohexanes into a conformation where the tert-butyl group occupies an equatorial position and the ring-flip equilibrium is essentially stopped. To verify this fact, write the ring-flip equilibrium of trans-1-tert-butyl-4-methylcyclohexane such that the least stable chair conformation is the product (this will cause the ΔE to be greater than (or equal to) zero.

T = 298 K
R = 8.315 J/mole-K

H - Substituent Interaction
1,3-Diaxial Strain (kJ/mole)
H ←→ CH3
3.8
H ←→ C(CH3)3
11.4


ΔE - Enter a number greater than (or equal to) zero     (Tol: ± 0)   
Enter the value of keq (solve ΔE = -RTlnkeq)     (Tol: ± 1E-007)   
Estimate % most stable conformer from graph (page 124 (122 in 7th edition))     (Tol: ± 1)   
Estimate % least stable conformer from graph (page 124 (122 in 7th edition))     (Tol: ± 1)   
Calculate % most stable conformer from keq     (Tol: ± 0.1)   
Calculate % least stable conformer from keq     (Tol: ± 0.1)    *

Homework Answers

Answer #1

Other details (graph) are missing in question.

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