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In a S(N)2 substitution reaction of the ...

In a `S_(N)2` substitution reaction of the type
`R-Br+Cl^(-) overset("DMF")toR-Cl+Br^(+)`
which one of the following has the highest relative rate?

A

`CH_(3)-underset(CH_(3))underset(|)CH-CH_(2)Br`

B

`CH_(3)-underset(CH_(3))underset(|)overset(CH_(3))overset(|)C-CH_(2)Br`

C

`CH_(3)CH_(2)Br`

D

`CH_(3)-CH_(2)-CH_(2)Br`

Text Solution

Verified by Experts

The correct Answer is:
C
Rate of `S_(N)2` reaction decreases with increase in steric hindrance. Since `CH_(3)CH_(4)Br` has the least stearic hindrance, it reacts at the fastest rate.
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Knowledge Check

  • In a S_(N)2 substitution reaction of the type R-Br+Cl^(-) overset(DMF)to R-Cl+Br^(-) which one of the following has thehighest relative rate?

    A
    `CH_(3)-underset(CH_(3))underset(|)overset(CH_(3))overset(|)(C)-CH_(2)Br`
    B
    `CH_(3)CH_(2)Br`
    C
    `CH_(3)-CH_(2)-CH_(2)Br`
    D
    `CH_(3)-underset(CH_(3))underset(|)(C)H-CH_(2)Br`

  • In a S_(N^(2)) substitution reaction of the type R-Br+Cl^(-)overset("DMF")rarrR-Cl+Br^(-) Which one of the following has the highest relative rate?

    A
    `(CH_(3))_(3)C-CH_(2)Br`
    B
    `CH_(3)CH_(2)Br`
    C
    `CH_(3)CH_(2)CH_(2)Br`
    D
    `(CH_(3))_(2)CH-CH_(2)Br`

  • In a S_(N)2 substitution reaction of the type R-Br+Cl^(-) overset(DMF)to R-Cl+Br^(-) , which of the following has the highest reactivity rate?

    A
    `CH_(3)-underset(CH_(3))underset(|)CH-CH_(2)Br`
    B
    `CH_(3)-underset(CH_(3))underset(|)overset(CH_(3))overset(|)C-CH_(2)Br`
    C
    `CH_(3)CH_(2)Br`
    D
    `CH_(3)-CH_(2)-CH_(2)Br`
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