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Sodium methylsulfinylmethylide (also called NaDMSO or dimsyl sodium) is the sodium salt of the conjugate base of dimethyl sulfoxide. This unusual salt has some uses in organic chemistry as a base and nucleophile. Since the first publication in 1965 by Corey et al., [2] a number of additional uses for this reagent have been identified. [3]
Dimethyl sulfone (DMSO 2) is an organosulfur compound with the formula (CH 3) 2 SO 2. It is also known by several other names including methyl sulfone and (especially in alternative medicine) methylsulfonylmethane (MSM). [4] This colorless solid features the sulfonyl functional group and is the simplest of the sulfones. It is relatively inert ...
The following chart shows the solubility of various ionic compounds in water at 1 atm pressure and room temperature (approx. 25 °C, 298.15 K). "Soluble" means the ionic compound doesn't precipitate, while "slightly soluble" and "insoluble" mean that a solid will precipitate; "slightly soluble" compounds like calcium sulfate may require heat to precipitate.
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, cationic dmso complexes might be expected to undergo H-D exchange under basic conditions.
The general formula is R−SO 2 NR'R" or R−S(=O) 2 −NR'R", where each R is some organic group; for example, "methanesulfonamide" (where R = methane, R' = R" = hydrogen) is CH 3 SO 2 NH 2. Any sulfonamide can be considered as derived from a sulfonic acid by replacing a hydroxyl group ( −OH ) with an amine group.
Alkyl sulfones may be reduced with sodium or lithium in liquid ammonia; [11] however, the strongly basic conditions of these dissolving metal reductions represent a significant disadvantage. In alcoholic solvents, magnesium metal and a catalytic amount of mercury (II) chloride may be used. [ 12 ]
It is based on a direct reaction between methane and oleum at around 50 °C and 100 bar in the presence of a potassium persulfate initiator. [10] Further addition of sulfur trioxide gives methanedisulfonic acid instead. [11] This technology was acquired and commercialized by BASF in 2019. [12]
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.