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CAS Number: 75-18-3
Linear Formula: (CH3)2S
Molecular Weight: 62.13
IUPAC Name: (Methylsulfanyl)methane
Other Names: (Methylthio)methane, Dimethyl sulfide, DMS
Dimethyl sulfide (DMS) or methylthiomethane is an organosulfur compound with the formula (CH3)2S. Dimethyl sulfide is a flammable liquid that boils at 37 °C (99 °F) and has a characteristic disagreeable odor. It is a component of the smell produced from cooking of certain vegetables, notably maize, cabbage, beetroot and seafoods. It is also an indication of bacterial contamination in malt production and brewing. It is a breakdown product of dimethylsulfoniopropionate (DMSP), and is also produced by the bacterial metabolism of methanethiol.
Dimethyl sulfide has been used in petroleum refining to pre-sulfide hydrodesulfurization catalysts, although other disulfides or polysulfides are preferred and easier to handle. It is used as a presulfiding agent to control the formation of coke and carbon monoxide in ethylene production. DMS is also used in a range of organic syntheses, including as a reducing agent in ozonolysis reactions. It also has a use as a food flavoring component. It can also be oxidized to dimethyl sulfoxide, (DMSO), which is an important industrial solvent.
Dimethyl sulfide finds a niche use as a displaceable ligand in chloro(dimethyl sulfide)gold(I) and other coordination compounds. Dimethyl sulfide is also used in the ozonolysis of alkenes, reducing the intermediate trioxolane and oxidizing to DMSO.
alkene + ozone + DMS → aldehyde(1) + aldehyde(2) + DMSO