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Portmess Homework Q&S 59

Portmess Homework Q&S 59 - 53 CONFORMATIONS OF...

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3.21 Van der Waals strain between the tert -butyl groups in 2,2,4,4-tetramethylpentane causes the C-2 G C-3 G C-4 angle to open to 125 128 ° . 3.22 The structure shown in the text is not the most stable conformation, because the bonds of the methyl group are eclipsed with those of the ring carbon to which it is attached. The most stable conforma- tion has the bonds of the methyl group and its attached carbon in a staggered relationship. 3.23 Structure A has the hydrogens of its methyl group eclipsed with the ring bonds and is less stable than B. The methyl group in structure B has its bonds and those of its attached ring carbon in a stag- gered relationship. Furthermore, two of the hydrogens of the methyl group of A are uncomfortably close to two axial hydrogens of the ring. 3.24 Conformation B is more stable than A. The methyl groups are rather close together in A, resulting in
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