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Which of the following two compounds wou...

Which of the following two compounds would react faster by `S_(N)2` mechanism and Why?
`{:(CH_(3)-CH_(2)-CH_(2)-CH_(2)Cl,CH_(3)-CH-CH_(2)-CH_(3)),(," |"),(," Cl"),("1-Chlorobutane","2-Chlorobutane"):}`

Text Solution

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In `S_(N)2` mechanism, a pentacoordinate T.S. is involved. The order of reactivity of alkyl halides towards `S_(N)2` mechanism is,
Primary `gt` Secondary `gt` Tertiary, (due to increasing crowding in T.S. from primary to tertiary halides. 1-Chlorobutane being primary halide will react faster by `S_(N)2` mechanism, than the secondary halide 2-chlorobutane.
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