Name the following compounds using cis-trans nomenclature.

Determine whether each of the following isomers is cis or trans.

For each of the compounds shown below, draw the chair conformer with the lowest energy.

Draw the most stable chair conformation of the following substituted cyclohexane: cis-1-Isopropyl-4-methylcyclohexane.

Two disubstituted cyclohexanes are given below. Draw the two chair conformations for each of them and label the more stable conformation.

a. cis-1-(tert-butyl)-2-methylcyclohexane
b. trans-1,2-dibromocyclohexane

Determine the percentage of molecules of cyclohexyl bromide that have the −Br group in an axial position at 25℃ using the information given below.

(i) Calculate the steric strain in each of the chair conformers of 1,1,4-trimethylcyclohexane if a CH₃−H and a CH₃−CH₃ 1,3-diaxial interactions are 0.87 and 3.7 kcal/mol, respectively.
(ii) Which conformer predominates at equilibrium?

For cis-1,3-diethylcyclohexane:

(i) Draw and label the axial and equatorial conformations.

(ii) Determine which conformation would have the higher and the lower energies.

(iii) Calculate the energy difference due to the torsional energy of the gauche relationship, given that the energy difference of axial and equatorial conformation is approximately 17.2 kJ/mol.

(iv) Calculate how much energy is due to the additional steric strain of the 1,3-diaxial interaction.

One chair conformer of cis-1,3,5-trimethylcyclohexane is 46.4 kJ/mol less stable than the other conformer. Using this information, determine the amount of steric strain that corresponds to a 1,3-diaxial interaction between two CH₃ groups.

Consider the trisubstituted cyclohexane shown below:

(i) Draw its conformers.

(ii) Estimate the strain energy of each conformer.

For the following chair conformation, draw the flipped chair conformation by placing the substituents in their appropriate positions. (Note that only the axial and equatorial positions change, but the carbon to which the substituent is attached remains the same.)

Identify the error in the flipped chair conformation on the right considering the original chair conformation shown on the left. Note that the viewing angle does not change in this comparison.

For the chair on the left, attach the substituents on the flipped chair. Note: The carbon to which the substituent is attached does not change but the axial/equatorial designation changes.