Solved: Table 3-6 shows that the axialequatorial energy difference for methyl, ethyl

Chapter 0, Problem 3-23

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Table 3-6 shows that the axialequatorial energy difference for methyl, ethyl, and isopropyl groups increases gradually: 7.6, 7.9, and 8.8 kJ mol (1.8, 1.9, and 2.1 kcal mol). The tertbutyl group jumps to an energy difference of 23 kJ mol (5.4 kcal mol), over twice the value for the isopropyl group. Draw pictures of the axial conformations of isopropylcyclohexane and tert-butylcyclohexane, and explain why the tert-butyl substituent experiences such a large increase in axial energy over the isopropyl group.

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