Chemistry - GOC Question with Solution | TestHub

ChemistryGOCAromaticityEasy2 minQB
ChemistryEasysingle choice

2 BuLi removes two protons from 1,5-dihydropentalene and gives the pentalene dianion. Classify the dianion as aromatic, anti-aromatic or non-aromatic. (assume the ring is planar)

structure

Options:

Answer:
C
Solution:

The dianion has 3 C=C (6 π electrons) + two carbanion pairs (4 electrons) = 10 π electrons (4n+2, n = 2), and it is planar and cyclic. The neutral pentalene has 8π (anti-aromatic), so 2 BuLi converts the dihydro compound into an aromatic species.

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

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