1.

The increasing order of reactivity of the following halides for S_(N)1 reaction is- underset((I))(CH_(3)underset(Cl)underset(|)(C)HCH_(2)CH_(3)), underset((II))(CH_(3)CH_(2)CH_(2)Cl) underset((III))(p-H_(3)CO-C_(6)H_(4)-CH_(2)Cl)

Answer»

(III) lt (II) lt(I)
(II) lt (I) lt (III)
(I) lt (III) lt (II)
(II) lt (III) lt (I)

Solution :
Benzylic carbocation is stabilised by resonance with the `pi`-electorns of benzene RING and the EXTENT of resonance stabilisation is further INCREASED by the presence of electron donating -`OCH_(3)` group in the para-position of benzene ring. We know `2^(@)` carbocation is more stable than `1^(@)` carbocation. so the order of stability of the carbocations is: benzylic carbocation > `2^(@)` carbocation > `1^(@)` carbocation. The feasibility of `S_(N)1` reaction is DIRECTLY proportional to the stability of carbocation. Hence, the increasing order of REACTIVITY of the given halides for `S_(N)1` reaction is (II) < (I) < (III).


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