Chemistry - GOC Question with Solution | TestHub

ChemistryGOCAromaticityMedium2 minQB
ChemistryMediumsingle choice

Azulene has an unexpectedly high dipole moment for a hydrocarbon. What is the reason ?

structure

Options:

Answer:
B
Solution:

Moving one electron from the seven-membered ring to the five-membered ring gives a tropylium cation (6π) and a cyclopentadienyl anion (6π). Both rings are then aromatic, so this dipolar form contributes strongly and the molecule has a large dipole moment (the five-membered ring is the negative end).

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

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