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Portmess Homework Q&S 66

Portmess Homework Q&S 66 - 60 CONFORMATIONS OF...

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( e ) The fi rst stereoisomer of 1,2,4-trimethylcyclohexane is the more stable one here, as it was in part ( d ). All its methyl groups are equatorial, but one of the methyl groups is axial in the most stable conformation of the second stereoisomer. ( f ) Each stereoisomer of 2,3-dimethylbicyclo[3.2.1]octane has one axial and one equatorial methyl group. The fi rst one, however, has a close contact between its axial methyl group and both methylene groups of the two-carbon bridge. The second stereoisomer has repulsions with only one axial methylene group; it is more stable. 3.30 First write structural formulas showing the relative stereochemistries and the preferred conforma- tions of the two stereoisomers of 1,1,3,5-tetramethylcyclohexane. The cis stereoisomer is more stable than the trans. It exists in a conformation with only one axial methyl group, while the trans stereoisomer has two axial methyl groups in close contact with each
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