Chemistry - GOC Question with Solution | TestHub

ChemistryGOCAromaticityMedium2 minQB
ChemistryMediumsingle choice

Why is the barrier to rotation about the marked double bond in the following compound only about 14 kcal/mol ?

structure

Options:

Answer:
D
Solution:

The C=O group pulls electrons, so the dipolar form has a tropylium ring (6π, aromatic) and the phenoxide-type ring. The inter-ring bond is then largely a single bond, so rotation costs only about 14 kcal/mol.

Stream:JEESubject:ChemistryTopic:GOCSubtopic:Aromaticity
⏱ 2mℹ️ Source: QB

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