Alkenes, Alkynes

&
EA Reaction

Roldan M. de
Guia Department
of Biochemistry
Faculty of Pharmacy

University of Santo
Tomas
CnAlkenes
H2n
Alkynes
Alkenes
Cycloalkenes
Alkynes
Alkenes
 Physical Properties
• Alkenes & alkynes are
nonpolar
• Physical properties are
similar to those of alkanes
with same C skeletons
• Those that are liquid at RT
have densities <1.0g/mL
 Physical Property: Boiling
point

 Alkenes have diffuse e- cloud; alkanes have stronger

interaction; & alkyne’s π e- cloud is tighter than
alkenes
ISOMERISM

STRUCTURE OF
ALKENES
 Alkenes: cis & trans
isomerism
cis trans
H H R H

R R H R

All substituents are All substituents are

on one side on different sides
of π bond of π bond
Alkenes: cis & trans
isomerism
Alkenes: cis & trans
isomerism
Alkenes: cis & trans
isomerism
 Cis/trans Isomerism in
Cycloalkenes
• For cycloalkenes with 7 or fewer C
atoms, the cis configuration is
preferred
Cis/trans Isomerism in Di-, Tri-,
& Polyenes
• Total # of cis-trans isomers possible =
2n n = # of double bond

Double bond
C2 – C 3 C4 – C 5
trans trans
trans cis
2,4-heptadiene cis trans
cis cis
What is the correct systematic name for the
following? Br

• 1-bromo-2-hexene
• 6-bromo-4-hexene
• cis-1-bromo-2-
hexene
• trans-1-bromo-2-
hexene
 Alkenes: E/Z System
For more than two substituents the
cis/trans,
the E/Z system is used.
 Alkenes: E/Z System
H3C CH2 OH
I H
H CH2 CH3
H3C F
path goes to O,
H not H
(E)-3-fluoro-2-iodo-2-propene
C O
H comparison
H stops here

C C
H
path goes to C,
not H
 Alkenes: E/Z System
C H

H CH CH2 CH CH2 C C C
H H
H3C CH2 CH3 H H
CH2 CH3 C C H
H H