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Mark the correct increasing order of rea...

Mark the correct increasing order of reactivity of the following compounds with HBr/HCl.

A

`I lt II lt III`

B

`II lt I lt III`

C

`II lt III lt I`

D

`III lt II lt I`

Text Solution

Verified by Experts

The correct Answer is:
C

Reaction of the given compounds with HBr/HCl is a nucleophilic substitution reaction. It follows `S_(N)^(1)` mechanism. `S_(N)^(1)` mechanism depends upon the stability of carbocation.
Presence of electron withdrawing group decreases the stability of carbocation. In compound (II) and (III) EWG is present at para position.
Since, `-NO_(2)` group is a stronger EWG than -Cl. So, `NO_(2)-C_(6)H_(5)-overset(+)(C)H_(2)` carbocation will be less stable than `Cl-C_(6)H_(5)-overset(+)(C)H_(2)` carbocation.
Thus, the order of stability of carbocation is

Therefore, compound (II) is least reactive and correct option is (III).
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