Chemistry - GOC Question with Solution | TestHub

ChemistryGOCAromaticityMedium2 minQB
ChemistryMediumsingle choice

The following hydrocarbon (calicene) has an unusually high dipole moment. The reason is :

structure

Options:

Answer:
A
Solution:

The exocyclic polarises so that the five-membered ring becomes the cyclopentadienyl anion (6π) and the three-membered ring becomes the cyclopropenyl cation (2π). Both rings gain aromatic stabilisation, so this charge-separated form contributes strongly and the dipole moment is high.

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

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