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) *
Other details (graph) are missing in question.
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