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Alkene oxymercuration-demercuration: Stereospecific: Can only be anti addition – water kicks out the mercury from underneath the intermediate three-membered ring. The reaction is considered Markovnikov as it results in water addition with same regiospecificity as a direct hydration reaction. Alkene hydroboration-oxidation
In practice, the mercury adduct product created by the oxymercuration reaction is almost always treated with sodium borohydride (NaBH 4) in aqueous base in a reaction called demercuration. In demercuration, the acetoxymercury group is replaced with a hydrogen in a stereochemically insensitive reaction [6] known as reductive elimination. The ...
Conversion of 2,5-dimethylhexyne-2,5-diol to 2,2,5,5-tetramethylte-trahydrofuran-3-one. Mercury sulfate, as well as other mercury(II) compounds, are commonly used as catalysts in oxymercuration-demercuration, a type of electrophilic addition reaction that results in hydration of an unsaturated compound.
Mercury(II) acetate, also known as mercuric acetate is a chemical compound, the mercury(II) salt of acetic acid, with the formula Hg(O 2 CCH 3) 2.Commonly abbreviated Hg(OAc) 2, this compound is employed as a reagent to generate organomercury compounds from unsaturated organic precursors.
1 Third step in the mechanism for Oxymercuration. 1 comment. 2 Demercuration Mechanism. 3 comments. 3 Shall we buy the reagent BH3-THF in the stores? 2 comments.
Tetrakis(acetoxymercurio)methane [5]. In part reflecting the strength of the C-Hg bond, organomercury compounds are generated by many methods. [6] Indeed, mercury may adsorb onto laboratory glassware, such that laboratories performing mercury experiments may have difficulty avoiding C–Hg bond formation.
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