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Arrange the following compounds in increasing order of reactivity towards SN2 reaction. 2-Bromopentane, 1-Bromopentane, 2-Bromo-2-methylbutane

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Question

Arrange the following compounds in increasing order of reactivity towards SN2 reaction.

2-Bromopentane, 1-Bromopentane, 2-Bromo-2-methylbutane

Short/Brief Note
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Solution

SN2 reaction involves the formation of transition state. Therefore, reactivity towards SN2 depends upon the steric hindrance:

Due to the presence of 2 methyl group in 2-Bromo-2-methylbutane it is least reactive towards SN2 reactions, 2-bromopentane is moderately reactive while 1-bromopentane is most reactive.

2-Bromo-2-methylbutane < 2-Bromopentane < 1-Bromopentane

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Nucleophilic substitution reaction of haloalkane can be conducted according to both SN1 and SN2 mechanisms. SN1 is a two-step reaction, while SN2 is a single-step reaction. For any haloalkane, which mechanism is followed depends on factors such as the structure of haloalkane, properties of leaving group, nucleophilic reagent and solvent.

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