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  • In the following pairs of halogen compounds,which would undergo Sn2 reaction faster? 1. CH3 CH2 CH2 Cl  or  (CH3)2 CH -Cl 2. CH3 CH2 CH2 I  or  CH3 CH2 CH2 Br</p

In the following pairs of halogen compounds, which would undergo an SN2 reaction faster?

1. CH3CH2 CH2Cl  or  (CH3)2CHCl

2. CH3CH2CH2 I  or  CH3CH2CH2Br

Answers (1)

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1. CH3CH2 CH2Cl (1° alkyl halide) and (CH3)2CHCl (2° alkyl halide)-  

Primary (1°) alkyl halide – minimal steric hindrance, secondary (2°) alkyl halide – more steric hindrance due to extra methyl group.

Faster SN2 rate- CH3CH2 CH2 Cl (1° alkyl halide) due to less hindered (primary) systems.

 2.  CH3CH2CH2 I and CH3CH2CH2Br-

These are both primary alkyl halides having the same steric hindrance, then comparing leaving groups: I- > Br-  in leaving ability.

Faster SN2 rate- CH3CH2CH2 I as iodide is a better leaving group than bromide.

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Saniya Khatri

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