Ordinarily the barrier to rotation about a carbon-carbon do…

Chemistry Hydrocarbon NTA Abhiyas Question - Aromatic compound Single Correct MCQ

Published on: August 14, 2026

Ordinarily the barrier to rotation about a carbon-carbon double bond is quite high but in compound P double bond between two rings was observed by NMR to have a rotational energy barrier of only about 20 cal/mol., showing that it has lot of single bond character.

The reason for this is

Double bond having partial triple bond character because of resonance

Double bond undergoes flipping.

Double bond having very high single bond character because of aromaticity gained in both three and five membered rings.

+1 effect of nCsHj groups makes double bond having partial single bond character.

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