Chem 334 - Fall 1998 -
Organic Chemistry I Depending on the substitution pattern, disubstituted cyclohexanes have different combinations of axial and equatorial substituents.
|
substitution |
cis |
trans |
|
1,2- |
e,a <==> a,e |
e,e <==> a,a |
|
1,3- |
e,e <==> a,a |
e,a <==> a,e |
|
1,4- |
e,a <==> a,e |
e,e <==> a,a |
Example - the two chair conformations for cis-1-chloro-3-methylcyclohexane involve either two axial substituents or two equatorial substituents. The latter is more stable.
