4. Alkanes and Cycloalkanes

Some of the following examples can show geometric isomerism, and some cannot. For the ones that can, draw all the geometric isomers, and assign complete names using the E-Z system.

e. 3-ethyl-5-methyloct-3-ene

f. 3,7-dichloroocta-2,5-diene

Given the name, draw the structure of the following alkenes.

(a) (E)-4-ethyl-5-methyloct-3-ene

Two compounds with the formula CH₃–CH=N–CH₃ are known.

b. What two compounds have this formula?

c. Explain why only one compound with the formula (CH₃)₂CNCH₃ is known.

For each of the following compounds, draw the possible geometric isomers and name each isomer:

c. 1,4-pentadiene

Draw the structure that corresponds to the name provided.

(d) (2R,4Z)-5-bromopent-4-ene-1,2-diol

Some of the following examples can show geometric isomerism, and some cannot. For the ones that can, draw all the geometric isomers, and assign complete names using the E-Z system.

(g)

(h)

Assign relative priorities to each set of substituents:

b. -CH₂CH₂OH, -OH, -CH₂Cl, -CH=CH₂

Draw the isomers for the following compounds and then name each one:

b. 2,4-heptadiene

Give IUPAC names for the following compounds.

(a)

(b)

(c)

Determine which compounds show cis-trans isomerism. Draw and label the isomers, using both the cis-trans and E-Z nomenclatures where applicable.

c. hex-3-ene

d. 1,1-dibromopropene

Draw the isomers for the following compounds and then name each one:

c. 1,3-pentadiene

Name the following halogenated compounds according to the IUPAC rules of nomenclature.

(c)

Using IUPAC rules, name the following molecules.

(a)

Draw the molecular orbital picture of trans-but-2-ene.