Chad covers two reactions that involve the addition of an alcohol to an alkene resulting in an ether.
Chad first covers acid-catalyzed addition of an alcohol showing how the mechanism is analogous to that of acid-catalyzed hydration explaining why it results in Markovnikov addition of H and OR, has no stereoselectivity, and is subject to carbocation rearrangements.
Chad then covers alkoxymercuration-demercuration showing how the mechanism is analogous to that of oxymercuration-demercuration explaining why it results in Markovnikov addition of H and OR, and anti addition for stereoselectivity, and is NOT subject to carbocation rearrangements.
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00:00 Lesson Introduction
01:09 Acid-Catalyzed Addition of an Alcohol to an Alkene
02:00 Acid-Catalyzed Addition of an Alcohol Mechanism
04:04 Alkoxymercuration-Demercuration of Alkenes
04:40 Alkoxymercuration-Demercuration Mechanism
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