Which of the following is the correct order of reactivity of chlorides for given compounds?

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I > II > III > IV > V

I > III > IV > V > II

III > I > IV > V > II

I > III > II > IV > V

answer is D.

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Detailed Solution

Reactivity of chloride is proportional to the stability of carbocation formed.
Carbocation I is very stable because of its aromaticity.
Carbocation III is also aromatic but less stable than I because delocalization is more in carbocation I.
Carbocation II is least stable because it is antiaromatic.
carbocation IV is more stable than carbocation V because carbocation IV is resonance stabilized.

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