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Question

Which of the following is the smallest aromatic species?

A
Cyclopropene
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B
Cyclopropenyl cation
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C
Cyclopropenyl anion
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D
Cyclobutadiene
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Solution

The correct option is B Cyclopropenyl cation
(a) Cyclopropene is non-aromatic because it does not possess conjugation.



(b) Cyclopropenyl cation is aromatic as it follows Huckel's rule 4n+2π electrons, where n=0.


(c) Cyclopropenyl anion is anti-aromatic.

As it contains 4nπ electrons, where n=1.
(d) Cyclobutadiene is anti-aromatic.
As it contains 4nπ electrons, where n=1.
Hence, the correct option is (b).

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