4. Alkanes and Cycloalkanes

In the lowest energy chair conformation of $\mathrm{methylcyclohexane}$, how many methyl groups are in the axial position?

Which of the following best describes the orientation of axial bonds in a chair conformation of $\mathrm{cyclohexane}$?

This is a Newman projection of a substituted cyclohexane.

b. Draw the equivalent structure using wedge and dash notation on a cyclohexane hexagon.

This is a Newman projection of a substituted cyclohexane. a. Draw the equivalent chair form.

For each of the following disubstituted cyclohexanes, indicate whether the substituents in the two chair conformers are both equatorial in one chair conformer and both axial in the other or one equatorial and one axial in each of the chair conformers:

e. cis-1,4-

f. trans-1,4-

For each of the following disubstituted cyclohexanes, indicate whether the substituents in the two chair conformers are both equatorial in one chair conformer and both axial in the other or one equatorial and one axial in each of the chair conformers:

c. cis-1,3-

d. trans-1,3-

For each of the following disubstituted cyclohexanes, indicate whether the substituents in the two chair conformers are both equatorial in one chair conformer and both axial in the other or one equatorial and one axial in each of the chair conformers:

a. cis-1,2-

b. trans-1,2-

Draw 1,2,3,4,5,6-hexachlorocyclohexane with

a. all the chloro groups in axial positions.

b. all the chloro groups in equatorial positions.

a. Draw Newman projections of the two conformers of trans-1,3-dimethylcyclohexane.

b. Which of the conformers predominates at equilibrium?

This is a Newman projection of a substituted cyclohexane.

c. Give the IUPAC name.

Draw the two chair conformers for each of the stereoisomers of trans-1-tert-butyl-3-methylcyclohexane.

Draw 1,2,3,4,5,6-hexamethylcyclohexane with all the methyl groups

a. in axial positions.

Draw 1,2,3,4,5,6-hexamethylcyclohexane with all the methyl groups

b. in equatorial positions.