Cyclohexanes, conformation stereoisomerism

Depending on the orientation of substituents, the disubstituted cyclohexanes can be either equatorial-axial or diequatorial. This is illustrated with 2-methyl cyclohexanol. It exists in two stereoisomeric forms and each of which has two conformations which are readily interconvertible. 

The cis-trans isomerism of cyclohexane derivatives (Section 5-1 A) is complicated by conformational isomerism. For example, 4-tert-butylcyclohexyl chloride theoretically could exist in four stereoisomeric chair forms, 1, 2, 3, and 4. 

When comparing two stereoisomeric cyclohexane derivatives, the more stable stereoisomer is the one with the greater number of its substituents in equatorial orientations. Rewrite the structures as chair conformations to see which substituents are axial and which are equatorial. 

Use analysis of conformations to determine the relative stabilities of stereoisomeric cyclohexane derivatives. (Problems 6.23, 6.24, and 6.26)... 

Use analysis of conformations to determine the relative stabilities of stereoisomeric cyclohexane derivatives. 

The spectra of 18 stereoisomeric methylcyclohexane carboxylic esters and of l-deuterio-4-t-butylcyclohexyl derivatives have been discussed. By comparison with several model cyclohexane derivatives the data of cis- and rrflns-2-methoxy-carbonylcyclohexanol and their acetates have been interpreted. Conformations with an equatorial carboxylic ester moiety are preferred. Structural chemical shift correlations within 36 mono- and di-substituted alkylcyclohexenes have also been made. ... 

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