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.

(i)

What is each compound's systematic name?

b.

Which of the following compounds show cis-trans isomerism? Draw the cis and trans isomers of the ones that do.

(d)

(e)

(f) CH₃CH=NCH₃

Label each structure as Z, E, or neither.

(a)

(b)

(c)

(d)

Name the following alkenes.

(b)

Which of the following hydrocarbons has all of its atoms in the same plane?

Identify the following alkenes as E or Z, if appropriate.

(c)

Draw and name all stereoisomers of 3-chlorohepta-2,4-diene

a. using the cis-trans nomenclature.

Tamoxifen slows the growth of some breast tumors by binding to estrogen receptors. Is tamoxifen an E or a Z isomer?

Draw a structure for each compound (includes old and new names).

i. (3Z,6E)-1,3,6-octatriene

Imines can exist as stereoisomers. The isomers are named using the E,Z system of nomenclature (Section 4.2 ). The lone pair has the lowest priority.

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Draw the structure of each of the following compounds:

a. the (E)-hydrazone of benzaldehyde

b. the (Z)-oxime of propiophenone

Which of the following compounds show cis-trans isomerism? Draw the cis and trans isomers of the ones that do.

(a) CH₃CH=CHCH₃

(b) CH₃C≡CCH₃

(c) CH₂=C(CH₃)₂

Draw the cis and trans isomers for the following:

a. 1-bromo-4-chlorocyclohexane

Which statement best describes the possibility of $\mathrm{cis}$ and $\mathrm{trans}$ isomerism in cycloalkanes assuming the rings are planar?

Identify the following substituted cycloalkanes as cis or trans.

(a)