CHM 112
Spring 2002
WORKSHEET FOR AROMATIC COMPOUNDS
1.
The common aromatic compounds contain the benzene ring which has three conjugated
double bonds. It should act like an alkene and undergo addition but it does not. Explain why.
Each carbon in the benzene ring has an unhybridized p orbital that is available to overlap with
one on a neighboring carbon to form a second (double) bond. Instead, all of the p orbitals
overlap and form a pi cloud of electrons above and below the plane of the carbon ring. The
electrons are “delocalized”. This means that they are not in one set region to be used for an
addition reaction at the site of two specific carbons.
p orbitals on carbons
2.
delocalized electrons form pi clouds
Write the IUPAC names for each of the following compounds:
CH
Br
CH
I
H C
OH
CH
Cl
NO
2-chlorophenol
o-chlorophenol
1-hydroxy-2-chlorobenzene
3.
4-bromotoluene
p-bromotoluene
1-bromo-4-methylbenzene
2-iodo-4-isopropyl nitrobenzene
Write the structural formula for the following compounds.
m-ethyltoluene
4-methyl-3-phenyl octane
1, 3, 5-tribromobenzene
CH 3
H2
C
HC
H3C
C
H
CH
Br
H2
C
CH
CH
C
H2
CH 3
C
H2
Br
Br