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  • Which alkyl halide from the following pairs would you expect to react more rapidly by an S_ N 2 mechanism? Explain your answer. (iii)

10.7      Which alkyl halide from the following pairs would you expect to react more rapidly by an S_{N}2 mechanism? Explain your answer.

      (iii)      

Answers (1)

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In the SN2 reaction, the attack of nucleophiles is from the less hindered side so the reaction is faster in the primary carbon and slower in the tertiary carbon.

In these cases, we see the distance of -CH3 from the carbon attract to the Br is more in the case of 1-bromo-3-methyl butane compared to that of 1-bromo-2-methylbutan  i.e.,1-bromo-2-methylbutane more sterically crowded than 1-bromo-3-methyl butane.

Hence the rate of S_{N}2 reaction will be faster in the case of 1-bromo-3-methylbutane.

Posted by

Devendra Khairwa

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