Problem

Table 3-6 shows that the axial–equatorial energy difference for methyl, ethyl, and isopr...

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

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