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In S(N)2 reactions, the correct order of...

In `S_(N)2` reactions, the correct order of reactivity for the following compounds:
`CH_(3)CI,CH_(3)CH_(2)CI,(CH_(3))_(2)CHCI` and `(CH_(3))_(2)C CI` is:

A

`CH_(3)Cl gt (CH_(3))_(2)CHCl gt CH_(3)CH_(2)Cl gt (CH_(3))_(3)"CCl"`

B

`CH_(3)Cl gt CH_(3)CH_(2)Cl gt (CH_(3))_(2)CHCl gt (CH_(3))_(3)"CCl"`

C

`CH_(3)CH_(2)Cl gt CH_(3)Cl gt (CH_(3))_(2)CHCl gt (CH_(3))_(3)"CCl"`

D

`(CH_(3))_(2)CHCl gt CH_(3)CH_(2)Cl gt CH_(3)Cl gt (CH_(3))_(3)"CCl"`

Text Solution

Verified by Experts

The correct Answer is:
B

Steric hindrance (crowding) is the basis of `S_(N)2` reaction. Greater the steric hindrance, slower will be the rate of `S_(N)2` reaction, i.e. rate of `S_(N)2 prop (1)/("Steric crowding of 'C'")`
Hence, as steric hinderance (crowding) increases, rate of `S_(N)2` reaction decreases.
`underset("crowded)")underset("(Less")(CH_(3)Cl)gt underset(1^(@))(CH_(3)CH_(2)Cl)gt CH_(3)-underset(2^(@))underset(CH_(3))underset("| ")"CH"-Cl gt underset("crowded)")(underset("(More")underset(3^(@))(CH_(3)-overset(CH_(3))overset("| ")underset(CH_(3))underset("| ")"C "-Cl)`
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MHTCET PREVIOUS YEAR PAPERS AND PRACTICE PAPERS-ALKYL HALIDE-PRACTICE EXERCISE (Exercise 2 (MISCELLANEOUS PROBLEMS))
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