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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 ...
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
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.
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.
Alcohol oxidation is a collection of oxidation reactions in organic chemistry that convert alcohols to aldehydes, ketones, carboxylic acids, and esters.The reaction mainly applies to primary and secondary alcohols.
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.
In organic chemistry, the oxy-Cope rearrangement is a chemical reaction.It involves reorganization of the skeleton of certain unsaturated alcohols. It is a variation of the Cope rearrangement in which 1,5-dien-3-ols are converted to unsaturated carbonyl compounds by a mechanism typical for such a [3,3]-sigmatropic rearrangement.
Dimethyl sulfide (Me 2 S) is treated with N-chlorosuccinimide (NCS), resulting in formation of an "active DMSO" species that is used for the activation of the alcohol. . Addition of triethylamine to the activated alcohol leads to its oxidation to aldehyde or ketone and generation of dimethyl