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Stability of Carbocation

Which of the ...

Question

Which of the following represents the correct order of stability of the given carbocations?

III > I > II

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I > III > II

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III > II > I

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II > III > I

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Solution

The correct option is A III > I > II
Structure III is an aromatic compound because it has a cyclic, planar conjugated system with 6 $π$ -electrons. Therefore, this carbocation is most stable.
Structure II is an anti-aromatic compound because it has a cyclic, planar conjugated system with 4 $π$ -electrons. Therefore, this carbocation is the least stable.

The correct order for the carbocation stability is:
III > I > II

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^{\oplus} C H_{2} - C O C H_{3}

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