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9.4 Aromatics The compounds we have been studying so far are all known as aliphatic hydrocarbons. A particular group of cyclic compounds are called arenes or aromatic compounds. This term is used particularly with reference to benzene. Benzene is the simplest of the arenes, C6H6
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Benzene The benzene molecule is a six membered carbon ring with a hydrogen atom attached to each carbon. This means that there is an extra bonding electron on each carbon atom to participate in a double bond. In fact, due to the phenomenon of resonance these electrons are shared equally by the carbon atoms and a very flat stable ring structure is formed.
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The structure of benzene can be represented by one of the following diagrams:
At each point of the hexagon is a carbon atom with a hydrogen atom attached, while the circle represents the double bonds between adjacent carbons.
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Substituted Benzenes The hydrogen atoms on the benzene ring may be substituted by alkyl groups. The benzene ring may itself be a substituent on a longer hydrocarbon chain. In this case the benzene ring is called a phenyl group.
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Example 1 It is a solvent used in glues and lacquers.
It is preferred to benzene because it is not carcinogenic. Methylbenzene (toluene)
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Other mono-substituted benzenes
ethylbenzene propylbenzene
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Example 2 Used as a solvent in the printing, rubber and leather industries. 1,2-dimethylbenzene (or xylene).
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There are two other possible isomers of this compound:
1,3-dimethybenzene 1,4-dimethylbenzene
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Example 3 Here the benzene is a substituent on another hydrocarbon chain. 2-phenylpentane.
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Aromatic Hydrocarbons Worksheet
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Aromatic Hydrocarbons Worksheet
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Aromatic Hydrocarbons Worksheet
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