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Dimethyl sulfoxide (DMSO) is an organosulfur compound with the formula (CH 3) 2 S O. This colorless liquid is the sulfoxide most widely used commercially. It is an important polar aprotic solvent that dissolves both polar and nonpolar compounds and is miscible in a wide range of organic solvents as well as water.
The crude dimethyl sulfide product was purified by distillation and could then be used to produce DMSO. When Gaylord closed its Bogalusa plant in 2010, it changed its process technology to manufacture DMS from methanol and hydrogen sulfide gas via gas phase thioetherification. This is the dominant method used worldwide to make DMS and there are ...
Deuterated DMSO, also known as dimethyl sulfoxide-d 6, is an isotopologue of dimethyl sulfoxide (DMSO, (CH 3) 2 S=O)) with chemical formula ((CD 3) 2 S=O) in which the hydrogen atoms ("H") are replaced with their isotope deuterium ("D"). Deuterated DMSO is a common solvent used in NMR spectroscopy.
First, dimethyl sulfoxide (1) reacts with acetic anhydride to form a sulfonium ion. It reacts with the primary alcohol in an addition reaction. Furthermore, acetic acid is cleaved, so that intermediate 2 is formed. The latter reacts upon elimination of acetic acid and dimethyl sulphide to the aldehyde.
The Parikh–Doering oxidation is an oxidation reaction that transforms primary and secondary alcohols into aldehydes and ketones, respectively. [1] The procedure uses dimethyl sulfoxide (DMSO) as the oxidant and the solvent, activated by the sulfur trioxide pyridine complex (SO 3 •C 5 H 5 N) in the presence of triethylamine or diisopropylethylamine as base.
Being weakly basic, sulfoxide ligands are generally labile, i.e. they are rapidly displaced by other more basic ligands. O-bonded sulfoxide ligands are susceptible to oxidation at sulfur. In this way, the weakly bonded ligand is converted into a leaving group, such as dimethylsulfone. Since dmso is susceptible to deprotonation by strong base ...
For example, dimethyl sulfide is oxidized to dimethyl sulfoxide and then further to dimethyl sulfone. Unsymmetrical sulfides are prochiral, thus their oxidation gives chiral sulfoxides. This process can be performed enantioselectively. [9] [10] Symmetrical sulfoxides can be formed from a diorganylzinc compound and liquid sulfur dioxide. [11]
Phase behavior Triple point: 291.67 K (18.52 °C), ? Pa Critical point [2]: 720 K (447 °C), 5630 kPa Std enthalpy change of fusion, Δ fus H o: 14.37 kJ/mol Std entropy change
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