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The increasing order of the reactivity of the following halides for the S_N1 reaction is: (I) CH3CH(Cl)CH2CH3 (II) CH3CH2CH2Cl (III) p-CH3O–C6H4–CH2Cl

1. (I) < (III) < (II)
2. (II) < (III) < (I)
3. (III) < (II) < (I)
4. (II) < (I) < (III)

Correct answer: (II) < (I) < (III)

Solution

The reactivity of halides in S_N1 reactions is influenced by the stability of the carbocation formed during the reaction. In this case, (II) has a primary carbocation which is the least stable, while (I) has a secondary carbocation, and (III) has a carbocation that is stabilized by the electron-donating methoxy group, making it the most reactive.

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