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Dimethyl sulfide is considered the most important thioether produced industrially. One major use is for the production of borane dimethyl sulfide from diborane: [19] B 2 H 6 + 2 (CH 3) 2 S → 2 BH 3 ·S(CH 3) 2. Oxidation of dimethyl sulfide gives the solvent dimethyl sulfoxide. Further oxidation affords dimethyl sulfone.
Hydrogen peroxide is a typical oxidant—for example, with dimethyl sulfide (S(CH 3) 2): [9] S(CH 3) 2 + H 2 O 2 → OS(CH 3) 2 + H 2 O OS(CH 3) 2 + H 2 O 2 → O 2 S(CH 3) 2 + H 2 O. In analogy to their easy alkylation, sulfides bind to metals to form thioether complexes. Consequently, Lewis acids do not decompose thioethers as they do ethers ...
With respect to donor properties, dimethyl sulfide is a soft ligand with donor properties weaker than phosphine ligands. [3] Such complexes are generally prepared by treating the metal halide with the thioether. Chloro(dimethyl sulfide)gold(I) can however be prepared by redox reaction of elemental gold and DMSO in the presence of hydrochloric ...
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 bond dissociation energies for dimethyl sulfide and dimethyl ether are respectively 73 and 77 kcal/mol (305 and 322 kJ/mol). Sulfides are typically prepared by alkylation of thiols. Alkylating agents include not only alkyl halides, but also epoxides, aziridines, and Michael acceptors. [6] They can also be prepared via the Pummerer ...
Sulfones are typically prepared by organic oxidation of thioethers, often referred to as sulfides. Sulfoxides are intermediates in this route. [2] For example, dimethyl sulfide oxidizes to dimethyl sulfoxide and then to dimethyl sulfone. [1]
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.
The polymerization is carried out at 130–160 °C under inert conditions in a polar, aprotic solvent, e.g. dimethyl sulfoxide, forming a polyether concomitant with elimination of sodium chloride: Bis(4-fluorophenyl)sulfone can be used in place of bis(4-chlorophenyl)sulfone. The difluoride is more reactive than the dichloride but more expensive.