Chapter 5: Q18P (page 204)
Question: a. Which of the monosubstituted cyclohexanes in Table 3.9 on p. 128 has a negative 鈭咷掳 for the conversion of an axial-substituted chair conformer to an equatorial-substituted chair conformer?
b.Which monosubstituted cyclohexane has the most negative 鈭咷掳 for this conversion?
c. Which monosubstituted cyclohexane has the greatest preference for an equatorial position?
d. Calculate 鈭咷掳 for the conversion of 鈥渁xial鈥 methylcyclohexane to 鈥渆quatorial鈥 methylcyclohexane at 25 掳C.

Short Answer
- All of the equilibria have negative 鈭咷掳 values for the conversion of an axial-substituted chair conformer to an equatorial-substituted chair conformer.
- Tert-butylcyclohexane
- Tert-butylcyclohexane
- 鈭咷掳=-1.7 kcal/mol









