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CHE 008B A01 SS1 2025 Lecture 3 - Epoxides
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Epoxides react with nucleophiles on the more substituted side in acidic conditions. This will invert the stereochemistry at the reacting carbon and will not invert the stereochemistry at the non-reacting carbon. This is a SN2 mechanism.
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The prompt concerns epoxide opening under acidic conditions and the associated stereochemical outcomes, so let's evaluate each option in turn.
Option 1: 'more substituted' — In acid-catalyzed epoxide opening, the nucleophile attacks the more substituted carbon because that carbon bears more positive character after protonation, making it mo......Login to view full explanationLog in for full answers
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