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JEE Main levelSingle correct optionDifficulty 2 of 3g1241

The compound shown is a hydrocarbon yet has a noticeable dipole moment. The best explanation is that

  1. Athe five-membered ring gains a partial negative charge and the seven-membered ring a partial positive charge, each ring approaching a 6 pi electron system
  2. Bit contains polar C-H bonds that do not cancel
  3. Cthe seven-membered ring gains a partial negative charge and the five-membered ring a partial positive charge
  4. Dit contains a carbonyl group

Answer: A

The compound shown is azulene. Charge shifts from the seven-membered ring to the five-membered ring, so that each ring approaches a 6-pi-electron aromatic system: a cyclopentadienyl-anion-like ring and a tropylium-like ring. This polarisation creates the dipole.
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