Transcription of MONOSUBSTITUTED CYCLOHEXANES. …
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MONOSUBSTITUTED CYCLOHEXANES. …
MONOSUBSTITUTED ANALYSIS277 Keq= ![[CT]]!= 10_DG , [T]= ( 10_3)[C]. Thus, in one mole of cyclohexane , we have1= [C]+ [T]= [C]+ ( X10_3)[C]= [C]Solving for [C], [C]= , by difference,[T]= [C]= , cyclohexane contains chair form and twist-boat form at 25 ANALYSISA substituent group in a substituted cyclohexane , such as the methyl group in methyl cyclo-hexane, can be in either an equatorial or an axial two compounds are not identical, yet they have the same connectivity, so they arestereoisomers. Because they are not enantiomers, they must be diastereomers. Like cyclohexaneitself, substituted cyclohexanes such as methylcyclohexane also undergo the chair interconver-sion.
278 CHAPTER 7 • CYCLIC COMPOUNDS. STEREOCHEMISTRY OF REACTIONS H CH 3 H CH 3 H CH 3 H CH 3 Figure 7.6 The chair interconversion results in an equilibrium between equatorial (left) and axial (right) confor- mations of methylcyclohexane.The conversion is shown with two different ring perspectives.Notice in this inter-
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