Give the decreasing order of reactivity of the following alkyl halides in the Williamson’s reaction.
$i . {(C H_{3})}_{3} C - C H_{2} B r$
$i i . C l C H_{2} C H = C H_{2}$
$i i i . C l C H_{2} C H_{2} C H_{3}$
$i v . B r C H_{2} C H_{2} C H_{3}$

i i > i v > i i i > i

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i i > i i i > i v > i

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i > i i i > i v > i i

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i > i v > i i i > i i

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Solution

The correct option is A $i i > i v > i i i > i$
In Williamson's reaction, their is attack of alcohol on alkyl halide via $S_{N} 2$ . Steric hinderance decrease the rate of $S_{N} 2$ and electron withdrawing groups and good leaving group increase the rate of $S_{N} 2$ .

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