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Naming aromatic compounds

Aromatic compounds will likely contain one or more benzene rings. Benzene has the molecular formula C6H6 with each of the carbon atoms in the planar hexagonal ring covalently bonded to one hydrogen atom. A substituent you will likely meet in your study of organic chemistry is the phenyl group (-C6H5), a phenyl group is simply a benzene ring where one of the hydrogen atoms has been removed. This is shown below:

Displayed formula of the phenyl group  and benzene ring using both Kekule and circle notation

Monosubstituted aromatic rings

You will no doubt meet aromatic rings which have been substituted with various atoms and groups including: chlorine (-Cl), bromine (-Br), nitro group (-NO2), methyl group (-CH3) as well as many other atoms and groups. Naming these monosubstituted aromatic rings follows the same rules you have used for other hydrocarbon molecules. These molecules are simply named as substituted benzene rings e.g.

dispalyed formula of common monsubstituted aromatic compounds and how to name them, including nitrobenzene, bromobenzene, chlorobenzene, methylbenzene and ethylbenzene

Aromatic rings with more than one attached substituent need to be named by numbering the carbon atoms that any substituents are attached to. The substituents are listed alphabetically and they must be given the lowest possible numbers e.g. consider the following substituted aromatic rings:

How to name multiple disubstituted aromatic rings with examples of rings containing nitro, chloro, bromo, methyl and ethyl groups

Disubstituted benzene rings may also be named using one of the prefixes ortho, meta or para. These three positions are shown below:

description of the ortho, meta, para naming system in substituted aromatic rings

As an example consider the following three molecules: Images show how to name aromatic molecules using the ortho, meta and para suffixes, includes examples

Arenes

Alkyl substituted benzene ring are often referred to as arenes. Arenes are named in two different ways, depending on the size of the alkyl substituent:

examples of arene molecules and how to name them

examples of arene molecules

Trivial names

The naming of aromatic compounds can at times become rather frustrating to new students simply because many traditional trivial names that is non-systematic names are frequently used. Some of these are shown below and I am afraid to say that it is just a case of remembering these names and molecular structures:

many aromatic compounds are given non-systematic or trivial names, examples of trivial names and displayed formula of aromatic molecules including cumene, styrene, phenol, benzoic acid, toluene, acetophenone, anisole, aniline, benzaldehyde

Key Points


Practice questions

Check your understanding - Naming aromatic compounds.

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