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Q. The correct order of reactivity of the halides, ethyl chloride $(I)$, isopropyl chloride $(II)$ and benzyl chloride $(III)$ in $S_N1$ reaction is

KEAMKEAM 2010Haloalkanes and Haloarenes

Solution:

For $S _{ N } 1$ reactions, the greater the stability of carbocations formed, faster will be the rate of reaction. Thus, the order of reactivity of halides is benzyl chloride $>$ isopropyl chloride $>$ ethyl chloride.
(Due to greater stabilisation of benzylic carbocation intermediate by resonance, it shows higher reactivity in $S_{N} 1$ reactions than other aliphatic halides).