|
AROMATIC COMPOUNDS
|
Aromatic compounds derive their names from the fact that many
of these compounds in the early days of discovery were grouped
because they were oils with fragrant odors, hence the name aromatic.
The current definition of aromatic compounds includes only
those with a benzene ring, which is a special six carbon ring
compound with three alternating double bonds. This structure
imparts unique properties to benzene which are different from
other ring compounds. See the benzene structure on the left.
|
| BENZENE is a special six
carbon ring compound with three alternating double bonds. This
structure imparts unique properties to benzene which are different
from other ring compounds. Because many fragrant oils contain
a benzene ring, these compounds became known as AROMATIC. It
might be useful to compare the structures for the series of cycloalkane
and cycloalkenes and benzene. |
| Although the double bonds may be at the position
shown, other evidence indicates that they are not confined to
specific positions. The actual structure must have characteristics
somewhere in between, hence the use of the circle in the center
structure. The bonds between the carbons in benzene are neither
pure single bonds nor pure double bonds, but rather a some hybrid
of the two. The bond lengths are identical but with an intermediate
value between the lengths of carbon-carbon single bonds and double
bonds. |
|
Properties |
|
Structure |
Physical Properties |
Chemical Reactivity |
|
C6H6
Only one H or other group may be bonded to the carbon in a
benzene ring.
|
Non polar-
good industrial solvents for other nonpolar compounds
Insoluble in water
liquid at room temperature
|
Relatively unreactive. Even though double bonds are
present, aromatics do not undergo addition type reactions. Reactions
occur by substitution of the hydrogen for another group.
All compounds: Combustion
Reaction
|
|
BENZENE NAMES
The root name is simply benzene.
If other groups are attached to the benzene ring, they are
named according to group names followed by the word benzene.
Example on the left:
A one carbon branch = methane - drop "ane" and add
"yl to get methylbenzene. An older common name is toluene.
|
| For the Quiz questions below, click on Quiz to
get a graphic, then write the name of the structure, finally
check the first answer pull down box for the correct name, and
the second answer for an explanation of how it was named. |
| Graphic |
Name |
Name explanation |
|
Quiz |
Answer |
Answer |
|
Example |
1,3-dimethyl-
benzene |
There are two methyl groups
attached to benzene it is necessary to number the positions.
Arbitrarily one methyl group is defined as number 1. For this
compound the second methyl groups is on the third carbon, hence
1,3. Use "di" to indicate two methyl groups - 1,3-dimethylbenzene. |
|
Quiz |
Answer |
Answer |
|
Example |
isopropyl-
benzene |
3 carbon branch of propane
- drop "ane", add "yl". But now notice that
the center of the three carbon propyl branch is attached to the
benzene, so use "iso" (stands for isomer) = isopropylbenzene |
|