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| Names | |
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| Preferred IUPAC name Trimethyl(oxo)-λ4-sulfanium iodide | |
Other names
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| Identifiers | |
3D model (JSmol) | |
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| ECHA InfoCard | 100.015.641 |
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| Properties | |
| [(CH3)3SO]+I− | |
| Molar mass | 220.07 g·mol−1 |
| Appearance | white solid |
| Melting point | 208 to 212 °C (406 to 414 °F; 481 to 485 K) |
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). | |
Trimethylsulfoxonium iodide is anorganosulfur compound with thechemical formula[(CH3)3S=O]+I−. It is asulfoxonium salt derived fromdimethylsulfoxide. It isiodidesalt of a common sulfoxoniumcation. This compound, a colorless solid, is commercially available. It may be prepared by the alkylation ofdimethyl sulfoxide withiodomethane:[1]
The trimethylsulfoxonium ion features atetrahedral molecular geometry at sulfur center. The ion has idealized C3vsymmetry. It isisoelectronic withtrimethylphosphine oxide.
Trimethylsulfoxonium iodide is used to generatedimethyloxosulfonium methylide by reaction withsodium hydride.[2] The latter compound is used to prepareepoxides from ketones and aldehydes.
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