6-1-3 - Cis-Trans Isomerization (Key)

Cis-Trans Isomerization
Complete the following questions on a separate piece of paper:
1. Draw the actual shape of the following molecules using condensed structures:
a. trans-2-hexene
CH 3
H
C
C
H
CH2CH2CH 3
b. 3-hexyne
CH 3CH2C
CCH2CH 3
c. cis-3-octene
CH 3CH2
CH2CH2CH2CH 3
C
C
H
H
d. trans-4-decene
CH 3CH2CH2
H
C
C
H
CH2CH2CH2CH2CH 3
e. 2-butyne
CH 3
C
C
CH 3
f. cis-4-methyl-2-pentene
CH 3
CH 3
CHCH 3
C
C
H
H
2. Which of the following molecules can exhibit cis-trans isomerism?
a. 1-butene NO
H
CH2
C
H
C
H
CH 3
b. 3-hexene YES
CH 3CH2
CH2CH 3
C
C
H
H
c. 3-heptyne NO
CH 3CH2CH2
C
C
CH2CH 3
d. 2-octene YES
CH 3
CH2CH2CH2CH2CH 3
C
C
H
H
e. 3-ethyl-3-hexene NO
CH 3CH2
CH2CH 3
C
C
CH 3CH2
H
f. 2,5-dimethyloctane NO
CH 3CHCH2CH2CHCH2CH2CH 3
CH 3
CH 3
3. Name the following as “cis” or “trans” isomers.
a. cis-3-hexene
b. trans-5-octane
c. trans-2-heptene
d. cis-4-octene