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Arrange the compounds of each set in order of reactivity towards SN2 displacement: 1-Bromobutane, 1-Bromo-2,2-dimethylpropane, 1-Bromo-2-methylbutane, 1-Bromo-3-methylbutane. - CBSE (Science) Class 12 - Chemistry

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Question

Arrange the compounds of each set in order of reactivity towards SN2 displacement:

1-Bromobutane, 1-Bromo-2,2-dimethylpropane, 1-Bromo-2-methylbutane, 1-Bromo-3-methylbutane.

Solution

The steric hindrance to the nucleophile in the SN2 mechanism increases with a decrease in the distance of the substituents from the atom containing the leaving group. Further, the steric hindrance increases with an increase in the number of substituents. Therefore, the increasing order of steric hindrances in the given compounds is as below:

1-Bromobutane < 1-Bromo-3-methylbutane < 1-Bromo-2-methylbutane

< 1-Bromo-2, 2-dimethylpropane

Hence, the increasing order of reactivity of the given compounds towards SN2 displacement is:

1-Bromo-2, 2-dimethylpropane < 1-Bromo-2-methylbutane < 1-Bromo-3- methylbutane < 1-Bromobutane

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APPEARS IN

 NCERT Solution for Chemistry Textbook for Class 12 (2018 to Current)
Chapter 10: Haloalkanes and Haloarenes
Q: 16.3 | Page no. 312
Solution Arrange the compounds of each set in order of reactivity towards SN2 displacement: 1-Bromobutane, 1-Bromo-2,2-dimethylpropane, 1-Bromo-2-methylbutane, 1-Bromo-3-methylbutane. Concept: Chemical Reactions of Haloalkanes and Haloarenes - Reactions of Haloalkanes - Nucleophilic Substitution Reactions.
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