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Question -

In the following pairs of halogen compounds,which compound undergoes faster SN1 reaction?



Answer -


Answer

(i)

SN1 reaction proceeds viathe formation of carbocation. The alkyl halide (I) is 3° while (II) is 2°.Therefore, (I) forms 3° carbocation while (II) forms 2° carbocation. Greaterthe stability of the carbocation, faster is the rate of SN1reaction. Since 3° carbocation is more stable than 2° carbocation. (I), i.e.2−chloro-2-methylpropane, undergoes faster SN1 reaction than (II)i.e., 3-chloropentane.

(ii)

The alkyl halide (I) is 2° while (II) is 1°.2° carbocation is more stable than 1° carbocation. Therefore, (I),2−chloroheptane, undergoes faster SN1 reaction than (II),1-chlorohexane.

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