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Arrange the following alkyl halides in the decreasing order of the SN1 reactivity.(I) CH3CH2CH2Cl (II) CH2=CH-CH(Cl)CH3 (III) CH3CH2CH(Cl)CH3(a) I>II>III (b) II > I > III (c) II > III > I (d) III > II > I

Question

Arrange the following alkyl halides in the decreasing order of the SN1 reactivity.(I) CH3CH2CH2Cl (II) CH2=CH-CH(Cl)CH3 (III) CH3CH2CH(Cl)CH3(a) I>II>III (b) II > I > III (c) II > III > I (d) III > II > I

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Solution

The reactivity of alkyl halides in SN1 reactions depends on the stability of the carbocation formed during the reaction. More stable carbocations form faster, making the corresponding alkyl halides more reactive.

Here's how to rank the given alkyl halides:

  1. CH2=CH-CH(Cl)CH3 (II): This forms a secondary allylic carbocation, which is resonance-stabilized. This is the most stable carbocation among the three, so II is the most reactive.

  2. CH3CH2CH(Cl)CH3 (III): This forms a secondary carbocation, which is more stable than a primary carbocation but less stable than an allylic or benzylic carbocation.

  3. CH3CH2CH2Cl (I): This forms a primary carbocation, which is the least stable among the three.

So, the decreasing order of SN1 reactivity is II > III > I. The correct answer is (c) II > III > I.

This problem has been solved

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