Chapter 4: Q4-4-3P (page 92)
Name the following cycloalkane

Short Answer
3-ethyl 1,1 dimethyl cyclopentane
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Chapter 4: Q4-4-3P (page 92)
Name the following cycloalkane

3-ethyl 1,1 dimethyl cyclopentane
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Draw 1, 3, 5-trimethyl cyclohexane using a hexagon to represent the ring. How many cis-trans stereoisomers are possible?
The following cyclohexane derivative has three red, green, and blue substituents. Identify each substituent as axial or equatorial, and identify each pair of relationships (red–blue, red-green, and blue-green) as cis or trans.

Cis-decalin is less stable than trans-decalin. Assume that the 1,3-diaxial interactions in cis-decalin are similar to those in axial methylcyclohexane [that is, one CH H interaction costs 3.8 kJ/mol (0.9 kcal/mol)], and calculate the magnitude of the energy difference between cis- and trans-decalin.
A 1, 2-cis disubstituted cyclohexane, such as cis-1, 2-dichlorocyclohexane, must have one group axial and one group equatorial. Explain.
Why do you suppose an axial cyano (–CN) substituent causes practically no 1,3-diaxial steric strain (0.4 kJ/mol)? Use molecular models to help with your answer.
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