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Trimethylsulfonium iodide

Trimethylsulfonium
Trimethylsulfonium.svg
Names
Other names
Trimesium
Identifiers
3D model (JSmol)
ChemSpider
Properties
C3H9S+
Molar mass 77.17 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Trimethylsulfonium (systematically named trimethylsulfanium and trimethylsulfur(1+)) is an organic cation with the chemical formula (CH3)3S+ (also written as C
3
H
9
S+
). It is the simplest sulfonium cation.

Several salts of trimethylsulfonium are known:

Sulfonium compounds can be synthesised by treating a suitable alkyl halide with a thioether. For example, the reaction of dimethyl sulfide with iodomethane yields trimethylsulfonium iodide:

An extra oxygen atom can bond to the sulfur atom to yield the trimethylsulfoxonium ion.

Glyphosate herbicide is often supplied as a trimethylsulfonium salt. When mixed with aluminium bromide, or aluminium chloride or even hydrogen bromide, trimethylsulfonium bromide forms an ionic liquid, which melts at temperatures below standard conditions.


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