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Fundamentals of Organic ChemistryChemistryGeneral Organic Chemistry

Which of the following compounds are aromatic? (I) (II) (III) (IV) (V) (VI) (VII) (VIII) (IX) (X) (XI) (XII)

Options

  1. AI, II, III, IV, V, VI, VIII, X, XII
  2. BI, II, III, VI, VIII, X, XI, XII
  3. CI, II, III, IV, V, VI, VII, X, XII
  4. DI, II, III, V, VII, VIII, IX, X, XII

Correct answer

C. I, II, III, IV, V, VI, VII, X, XII

Step-by-step solution

According to Huckel's rule, a compound is aromatic if it is cyclic, planar, completely conjugated, and contains (4n + 2) electrons. (I) Pyrrole: Contains 2 double bonds (4 electrons) and a lone pair on nitrogen that participates in conjugation. Total = 6 electrons. Aromatic. (II) Imidazole: Contains 2 double bonds and one nitrogen lone pair in a p-orbital participating in conjugation. Total = 6 electrons. Aromatic. (III) Furan: Contains 2 double bonds and one oxygen lone pair participating in conjugation. Total = 6

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