StreakPeaked· Practice

ExamsJEE MainChemistry

Among the following five-/six-membered heterocyclic species, which one is NON-aromatic?

  1. Isoxazole
  2. 1,3-Thiazole
  3. Pyran (2H-pyran)
  4. Pyrylium ion

Correct answer: Pyran (2H-pyran)

Solution

Isoxazole and 1,3-thiazole are aromatic five-membered heterocycles: a lone pair from O or S (and the ring double bonds) supplies six pi electrons in a planar conjugated ring. The pyrylium ion is an aromatic six-membered oxygen cation (6 pi electrons, like a charged benzene). 2H-Pyran, however, contains an sp3 -CH2- carbon that breaks the cyclic conjugation, so it cannot be aromatic and is non-aromatic.

Related JEE Main Chemistry questions

⚔️ Practice JEE Main Chemistry free + battle 1v1 →