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    Sn2 Reaction with Ethyl Bromide and Isobutyl Bromide

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    Although ethyl bromide and isobutyl bromide are both primary halides, ethyl bromide undergoes SN2 reaction more than 10 times faster than isobutyl bromide. When each compound is treated with a strong base/nucleophile (CH3CH2O-), isobutyl bromide gives a greater yield of elimination product than substituted products, whereas ethyl bromide gives a greater yield of substituted product than elimination product. Explain the factor(s) that accounts for these results.

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    Sn2 reactions are governed mainly by steric factors. As CH3 branches are added to the beta-carbon, the relative rate of reaction decreases. In this case, the ethyl bromide has no beta-carbon, whereas isobutyl bromide has TWO beta-carbon. The C-Br bond is ethyl bromide is ...

    Solution Summary

    This solution is provided in 181 words. It discusses what Sn2 reactions are and how they work, and what kinds of mechanisms and products are formed in a reaction.