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Question

Give the decreasing order of reactivity of the following alkyl halides in the Williamson’s reaction.
i.(CH3)3C−CH2Br
ii.ClCH2CH=CH2
iii.ClCH2CH2CH3
iv.BrCH2CH2CH3

A
ii>iv>iii>i
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B
ii>iii>iv>i
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C
i>iii>iv>ii
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D
i>iv>iii>ii
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Solution

The correct option is A ii>iv>iii>i
In Williamson's reaction, their is attack of alcohol on alkyl halide via SN2. Steric hinderance decrease the rate of SN2 and electron withdrawing groups and good leaving group increase the rate of SN2.

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