Trimethylsulfoxonium iodide

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Trimethylsulfoxonium iodide
Skeletal formulas of the trimethylsulfoxonium cation and the iodide anion
Space-filling models of the component ions of trimethylsulfoxonium iodide
Names
IUPAC name
S,S,S-Trimethylsulfoxonium iodide
Other names
Trimethylsulphoxonium iodide; Trimethyloxosulfonium iodide
Identifiers
1774-47-6 YesY
Jmol 3D model Interactive image
  • O=[S+](C)(C)C.[I-]
Properties
C3H9IOS
Molar mass 220.07 g·mol−1
Melting point 208 to 212 °C (406 to 414 °F; 481 to 485 K)
Vapor pressure {{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
YesY verify (what is YesYN ?)
Infobox references

Trimethylsulfoxonium iodide is a sulfoxonium salt. It is used to generate dimethyloxosulfonium methylide by reaction with sodium hydride.[1] 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:[2]

(CH3)2SO + CH3I → (CH3)3SO+I

References

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