General Organic ChemistryHard

Question

The correct order of increasing reactivity of C - X bond towards nuceophile in the following compounds is
   

Options

A.I < II < IV < III
B.II < III < I < IV
C.IV < III < I < II
D.III < II < I < IV

Solution

Alkyl halides are more reactive towards nucleophilic substitution of carbocation intermediate formed.
Among the given halides, aryl halides (C6H5X) is least reactive towards nucleophile as in it the C - X bond acquire some double bond character due to resonance. Presence of electron withdrawing groups like - NO2 at ortho and para positions facilitate the nucleophilc displacement of - X of aryl halides. Among alkyl halides, 3o halides are more reactive as compared to 2o halides due to the formation of more stable carbocation. Hence, the order of reactivity of C - X bond towards nucleophlie is as
     

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