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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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.
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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 ...
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