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JEE MainChemistryGeneral Organic Chemistry

Which of the following compounds is an example of a non-benzenoid aromatic compound?

Options

  1. ATropolone
  2. BNaphthalene
  3. CCycloheptatriene
  4. DAniline

Correct answer

A. Tropolone

Step-by-step solution

Tropolone contains a seven-membered ring with a carbonyl group and three double bonds. Due to the polarization of the carbonyl group ( >C=O >C⁺-O⁻ ), the ring acquires 6 electrons and becomes planar, satisfying Huckel's rule for aromaticity. Since it does not contain a benzene ring, it is a non-benzenoid aromatic compound. Naphthalene and aniline contain benzene rings, so they are benzenoid aromatic compounds. Cycloheptatriene has an sp^3 hybridized carbon atom in the ring, which breaks the continuous conjugation,

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