Trimethylsulfoxonium iodide
Encyclopedia
Trimethylsulfoxonium iodide is a sulfoxonium salt. It is used to generate dimethyloxosulfonium methylide by reaction with sodium hydride
. The latter compound is used as a methylene-transfer reagent, and is used to prepare epoxides.
This compound is commercially available. It may be prepared by the reaction of dimethyl sulfoxide
and iodomethane
:
Sodium hydride
Sodium hydride is the chemical compound with the empirical formula NaH. It is primarily used as a strong base in organic synthesis. NaH is representative of the saline hydrides, meaning it is a salt-like hydride, composed of Na+ and H− ions, in contrast to the more molecular hydrides such as...
. The latter compound is used as a methylene-transfer reagent, and is used to prepare epoxides.
This compound is commercially available. It may be prepared by the reaction of dimethyl sulfoxide
Dimethyl sulfoxide
Dimethyl sulfoxide is an organosulfur compound with the formula 2SO. This colorless liquid 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...
and iodomethane
Iodomethane
Methyl iodide, also called iodomethane, and commonly abbreviated "MeI", is the chemical compound with the formula CH3I. It is a dense, colorless, volatile liquid. In terms of chemical structure, it is related to methane by replacement of one hydrogen atom by an atom of iodine. It is naturally...
:
- (CH3)2SO + CH3I → (CH3)3SO+I−