How do you count pi electrons in aromatic rings?

1 Answer
May 14, 2017

How many double bonds do you see?

Explanation:

Well, if it is a phenyl ring, you usually see 3 double bonds:

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And thus 3 olefinic bonds, hence #3xx2pi# bonds, i.e. #6pi# electrons.

This is more what you tend to see at undergraduate level. When we see this we UNDERSTAND that the #pi# electrons are delocalized round the ring. Most of the time at A-level you will see a circle enscribed by a hexagon:

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Note that both are EQUIVALENT representations. The formulaic representations are of common, real chemicals with distinct chemistry, for whose pattern we try to account. While we know that the former IS NOT #"1,2,3-cylcohexatriene"#, organic chemistry profs, inveterate electrons pushers, tend to favour the first version.

Note that there are other common aromatic systems, most notably the aromatic heterocycles, pyrrole, furan, and thiophene.