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Trimethylselenonium iodide

Trimethylselenonium iodide is an ionic compound with the chemical formula [(CH3)3Se]I. It is the selenium analogue of trimethylsulfonium iodide. It is white crystalline solid. Its structure is [(CH3)3Se]+I−, consisting of trimethylselenonium cations [(CH3)3Se]+ and iodide anions I−.

History
Trimethylselenonium iodide was the first known selenonium compound, discovered by Charles Loring Jackson during his early work on organoselenium compounds; its existence was predicted earlier by Auguste André Thomas Cahours. == Preparation ==
Preparation
Jackson's preparation of trimethylselenonium iodide used benzyl diselenide and methyl iodide. The reaction produced white crystals identified as trimethylselenonium iodide, with benzyl iodide and benzyldimethylselenonium triiodide as byproducts. Per Jackson, the reaction is: : It may also be prepared directly by methylation of dimethyl selenide by methyl iodide: : This preparation is analogous to the production of trimethylsulfonium halides from dimethyl sulfide. ==Uses==
Uses
Trimethylselenonium iodide is used as a primary standard compound in analytical method development and in basic and environmentally related studies. == Sources ==
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