Advices For Studying Organic Chemistry

H H

CH 3 H

CH 3 CH 3 H CH (^3)
cis-1,2-Dimethylcyclohexane trans-1,2-Dimethylcyclohexane
H
H
H
CH 3
CH 3
CH 3
CH 3 H
cis-1,3-Dimethylcyclohexane trans-1,3-Dimethylcyclohexane
H H
CH 3
CH 3 H
H
CH 3 CH (^3)
cis-1,4-Dimethylcyclohexane trans-1,4-Dimethylcyclohexane

4.14A CIS-TRANS ISOMERISM AND CONFORMATIONAL STRUCTURES

1. There are two possible chair conformations of trans-1,4-dimethylcyclohexane:

ring flip

H 3 C CH 3

CH 3

CH 3

H 3 C CH 3

H 3 C

CH 3

H

H

H H

H

H

H

H

Diaxial Diequatorial
Figure 4.23 The two chair conformations of trans-1,4-dimethylcyclohexane. (Note:
All other C–H bonds have been omitted for clarity.)