Which compound amongst the following is not an aromatic compound?
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Answer
(4) [figure]
Solution
As per NCERT (Hückel rule), a species is aromatic if it is cyclic and planar, has complete delocalisation of π electrons in the ring and contains (4n+2) π electrons.
⇒ (1) Cyclopentadienyl anion: every ring carbon sp2, 6 π electrons (n = 1) — aromatic.
⇒ (2) Cycloheptatrienyl (tropylium) cation: 6 π electrons (n = 1), fully conjugated — aromatic.
⇒ (3) Cyclopropenyl cation: 2 π electrons (n = 0), fully conjugated — aromatic.
⇒ (4) Cycloheptatriene: has one sp3 CH2 carbon, so π electrons are not delocalised over the whole ring — non-aromatic.
Answer: (4)