4. Alkanes and Cycloalkanes

Which of the following best describes the structure of $1,4-\mathrm{dimethylcyclohexane}$?

Draw the structure and give the molecular formula for each of the following compounds.

e. 3-ethyl-2,4-dimethylhexane

f. 1,1-diethyl-4-(3,3-dimethylbutyl)cyclohexane

Draw skeletal structures for the following:

c. 2,3,3,4-tetramethylheptane

Draw the structure that corresponds with each name.

e. 2,2,4,4-tetramethylhexane

f. trans-1,3-diethylcyclopentane

Which of the following compounds is a $\mathrm{cycloalkene}$?

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

Draw skeletal structures for the following:

d. propylcyclopentane

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.

Which of the following correctly names a $\mathrm{cyclohexane}$ ring with $\mathrm{methyl}$ groups at carbons $1$, $3$, and $5$, assuming the lowest possible set of locants is used?

Draw the structure and give the molecular formula for each of the following compounds.

a. 1-ethyl-3-methylcycloheptane

b. isobutylcyclohexane

Draw the structure and give the molecular formula for each of the following compounds.

c. cyclopropylcyclopentane

d. 3-ethyl-1,1-dimethylcyclohexane

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

Label each hydrogen atom in the following compounds as primary (1°), secondary (2°), or tertiary (3°).

(e)

(f)

Draw skeletal structures for the following:

a. 5-ethyl-2-methyloctane

What is the correct IUPAC name for a cyclohexane ring with a methyl group at carbon $1$ and an ethyl group at carbon $3$?