The regioselectivity and stereospecificity in the oxymercuration-demercuration of an alkene is best described as Markonikov orientation with anti-additon
Oxymercuration demercuration is an addition reaction that can be used to turn an alkene into alcohol. In this reaction, an alkene reacts with mercury (II) acetate (Hg(OAc)2) in aqueous THF, followed by reduction with sodium borohydride (NaBH4).
The reaction is not stereoselective and not subject to rearrangements, as the intermediate is not a carbocation but a mercurinium ion instead. The mechanism follows Markovnikov’s rule of regioselectivity with the OH group is attached to the most substituted carbon, and the H is attached to the least substituted carbon
Oxymercuration demercuration can be used for both straight-chained and cyclic alkenes. Some of its examples are propene and isopropanol.
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