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Question

Give the decreasing order of reactivity of the following alkyl halides in the Williamson' s reaction.
i. (CH3)3CCH2Br
ii. ClCH2CH=CH2
iii. ClCH2CH2CH3
iv. BrCH2CH2CH3

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

The correct option is A ii > iv > iii > i
ii > iv > iii > i (ally chloride > RX=1RBr>1> neopentyl bromide. (R-Br) bond is weaker than (R-CI) bond. SN2 reaction is faster with (R-Br) than with (R-CI).

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