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Q. Which of the following haloalkanes would undergo $S_N2$ reaction faster?
image

AMUAMU 2014Haloalkanes and Haloarenes

Solution:

Reactivity of haloalkanes in $S_{N} 1$ as well as $S_{N}2$ reaction depends upon the strength of $C— X$ bond. The strength of $C—Cl$ bond is much greater as compared to $C—I$ bond or the bond length of $C—I$ bond is much greater as compared to $C—Cl$ bond Thus, $C—I$ bond breaks readily and hence image is the most reactive haloalkane among given halide towards $S_{N}{2}$ as well as $S_{N}1$ reactions
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