Classify the following compound as aromatic, anti-aromatic or non-aromatic. Count only the π electrons in the ring and do not count the π electrons of the exocyclic $C = O$ bond.

Question

Classify the following compound as aromatic, anti-aromatic or non-aromatic. Count only the π electrons in the ring and do not count the π electrons of the exocyclic C = O bond.

TestHub · Accepted Answer

The C = O bond is polarised toward O, so the ring has three C = C bonds (6π) with an empty p orbital on the carbonyl carbon : the tropylium-oxide form, 6π in a planar ring. The exocyclic C = O π electrons are not counted. The ring is aromatic.

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