Draw and name the five cycloalkane structures of formula C₅H₁₀. Can any of these structures give rise to geometric (cis-trans) isomerism? If so, show the cis and trans stereoisomers.

What is each compound's systematic name?

e.

f.

Draw all the isomers with molecular formula C₆H₁₂ that contain a cyclobutane ring.

Each of the following descriptions applies to more than one alkane. In each case, draw and name two structures that match the description.

c. a cis-diethylcyclohexane

d. a trans-dihalocyclopentane

Draw and name the six isomeric cyclopentanes of molecular formula C₇H₁₄. These will include four constitutional isomers, of which two show geometric (cis-trans) stereoisomerism.

trans-1,2-Dimethylcyclobutane is more stable than cis-1,2-dimethylcyclobutane, but cis-1,3-dimethylcyclobutane is more stable than trans-1,3-dimethylcyclobutane. Use drawings to explain these observations.

Name the following cycloalkanes using the IUPAC system of nomenclature. [Hint: Each molecule exemplifies one of the cycloalkane nomenclature rules in Table 3.10.]

(a) rule 1

Name the following cycloalkanes using the IUPAC system of nomenclature. [Hint: Each molecule exemplifies one of the cycloalkane nomenclature rules in Table 3.10.]

(c) rule 2

Name the following cycloalkanes using the IUPAC system of nomenclature. [Hint: Each molecule exemplifies one of the cycloalkane nomenclature rules in Table 3.10.]

(e) rule 3