1. Organic Chemistry
Aromatics
(Arenes) C H

2. C11-5-14 NAMING AND DRAWING Vocabulary & Concepts arene resonance
OUTCOME QUESTION(S):
C NAMING AND DRAWING
Name and draw structural models of simple and
branched alkanes.
Include: complete structural formula, molecular
formula, general formula, isomers
branched alkenes and alkynes.
Compare and contrast the structure and uses of
aromatic and aliphatic hydrocarbons.
Vocabulary & Concepts
arene resonance

4. Benzene is the most common aromatic compound.
Aromatic Compounds
Cyclical hydrocarbons with delocalized electron sharing across single/ double bonds.
Unsaturated
Originally named because of their smell/odour
This way of representing organic compounds is called a “line structure”
Benzene is the most common aromatic compound.

5. The shifting electrons create two correct representations
Electrons participating in the double bonds are actually shared by all carbons – delocalized. H C H C C H H H C C C H
The shifting electrons create two correct representations
Resonance:
When one or more correct structures can be
drawn for a compound.

6. naturally occurring in crude oil a known carcinogen H C H C C H H H C C C
The moving electrons create 1½ bonds everywhere instead of double bonds H
Benzene (C6H6):
naturally occurring in crude oil
a known carcinogen
colorless, highly flammable liquid
important industrial solvent and precursor

7. Benzene and all modified compounds of benzene are called arenes
modified benzene compounds

8. These two are called optical isomers
Common aromatic smells:
These two are called optical isomers
Citrus fruits
Limonene
C10H16
Almonds
Benzaldehyde
C7H6O
Spearmint / Caraway
Carvone
C10H14O

9. Common aromatic smells:
Licorice
Glycyrrhizin
C42H62O16

10. Common aromatic compounds:
Adrenaline
4-(1-Hydroxy-2-(methylamino)ethyl)-1,2-benzenediol
C9H13NO3
Caffeine
1,3,7-Trimethylpurine-2,6-dione
C8H10N4O2
Now you know why these have common names
Testosterone
17β-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17- tetradecahydrocyclopenta[a]phenanthren-3-one C19H28O2

11. Naming Arenes
Benzene is ONLY the parent chain when the ring is off an end (1st) carbon of a linear alkane.
As a branch the benzene ring is called a phenyl group.
Branches named as per the rules for alphatics
CH2 - CH2 - CH3 1
CH3 - CH2 - CH - CH3 4 3 2 1
butylbenzene
2-phenylbutane

12. methylbenzene or "toluene" butylbenzene
CH2 - CH = CH2
CH3 - CH2 - CH - CH3
3-phenylpropene
2-phenylbutane
CH3
CH2 - CH2 - CH2 - CH3
methylbenzene or "toluene"
butylbenzene
This is such a commonly used compound that it has a “slang” name - toluene

13. 3-methyl-1-phenylbutane
Name this compound:
CH2 - CH2 - CH - CH3
CH3 - 1 2 3 4
3-methyl-1-phenylbutane

14. This is another common compound called xylene
Double substituted benzene compounds use special prefixes to denote the location:
1,2 – ortho 1,3 – meta 1,4 – para
CH3
CH3
CH3
o-dimethylbenzene
m-dimethylbenzene
p-dimethylbenzene
This is another common compound called xylene

15. p-bromomethylbenzene m-ethylmethylbenzene
Name these compounds: Br
CH3
CH2CH3
o-diethylbenzene
p-bromomethylbenzene
p-bromotoluene
CH2CH3
CH3
m-ethylmethylbenzene
m-ethyltoluene

16. C11-5-14 NAMING AND DRAWING Vocabulary & Concepts arene resonance
CAN YOU / HAVE YOU?
C NAMING AND DRAWING
Name and draw structural models of simple and
branched alkanes.
Include: complete structural formula, molecular
formula, general formula, isomers
branched alkenes and alkynes.
Compare and contrast the structure and uses of
aromatic and aliphatic hydrocarbons.
Vocabulary & Concepts
arene resonance