When methyloxirane is treated with HBr, the bromide ion attacks the less substituted position. However, when phenyloxirane is treated with HBr, the bromide ion attacks the more substituted position. Explain the difference in regiochemistry in terms of a competition between steric effects and electronic effects. (Hint: It may help to draw out the structure of the phenyl group.)
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When methyloxirane is treated with HBr, the bromide ion attacks the less substituted position. Howev...
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