MolSynapsequestion bank
MolSynapse / Question bank / General Organic Chemistry I: Electronic Effects / Aromaticity, antiaromaticity and Huckel rule
JEE Advanced levelSingle correct optionDifficulty 3 of 3g1158

The total number of electrons in the bicyclic ring system of indole (a benzene ring fused to a pyrrole ring, with N-H), counting the nitrogen lone pair that sits in a p orbital, is

  1. A10
  2. B9
  3. C8
  4. D12

Answer: A

Indole has four C=C bonds in its framework (three in the benzene ring and one more in the five-membered ring, the fusion bond being shared), which gives 8 pi electrons. The nitrogen lone pair in the p orbital adds 2, so the total is 10 pi electrons, with .
Practice General Organic Chemistry I: Electronic Effects More on Aromaticity, antiaromaticity and Huckel rule

More questions on Aromaticity, antiaromaticity and Huckel rule