The cyclopentadienyl cation is a 5-membered cyclic carbocation containing two carbon-carbon double b — Hydrocarbons Chemistry Question
Question
The cyclopentadienyl cation is a 5-membered cyclic carbocation containing two carbon-carbon double bonds. How many $\pi$ electrons are delocalized in its ring, and what is its classification?
Answer: B
💡 Solution & Explanation
The cyclopentadienyl cation ($C_5H_5^+$) has a fully conjugated, planar ring system. The two double bonds contribute exactly 4 $\pi$ electrons to the system, while the empty $p$ -orbital of the carbocation contributes 0. Because it is cyclic, planar, fully conjugated, and contains exactly $4n$ $\pi$ electrons ($n=1$), it is strictly classified as anti-aromatic and highly unstable.
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