Trimethylsulfoxonium iodide CAS NO.1774-47-6

Trimethylsulfoxonium iodide Basic information

Product Name:	Trimethylsulfoxonium iodide
Synonyms:	sulfonium,trimethyl-,iodide,oxide;Sulfoxonium,trimethyl-,iodide;trimethyl-sulfoxoniuiodide;trimethylsulphoxoniumioidie;RARECHEM AQ A1 0066;TRIMETHYLSULFOXONIUM IODIDE;TRIMETHYLSULPHOXONIUM IODIDE;TMSOI
CAS:	1774-47-6
MF:	C3H9IOS
MW:	220.07
EINECS:	217-204-2
Product Categories:	Iodonium Sulfonium & Oxonium Compounds;Sulfonium Compounds;Sulfur Compounds (for Synthesis);Synthetic Organic Chemistry;Sulfonium/Sulfoxonium Compounds;Organic Building Blocks;Sulfur Compounds;Sulfonium/Sulfoxonium Compounds;Building Blocks;Chemical Synthesis;Organic Building Blocks;Sulfur Compounds;Pharmaceutical Intermediates;Pyridines
Mol File:	1774-47-6.mol

Trimethylsulfoxonium iodide Chemical Properties

Melting point	208-212 °C (dec.)(lit.)
solubility	H₂O: 50 mg/mL, clear
Water Solubility	15 g/L (20 ºC)
Sensitive	Light Sensitive
BRN	3595854
CAS DataBase Reference	1774-47-6(CAS DataBase Reference)
EPA Substance Registry System	Sulfoxonium, trimethyl-, iodide(1774-47-6)

Trimethylsulfoxonium iodide Usage And Synthesis

Chemical Properties	WHITE TO LIGHT YELLOW CRYSTALLINE POWDER
Uses	Treatment with strong base yields the ylide which adds to the carbonyl group of ketones1 and aldehydes2,3 to give epoxides. Also adds preferentially to the double bond of α,β-unsaturated esters to give cyclopropyl esters.4,5
Uses	Trimethylsulfoxonium Iodide is used to synthesize methylene-transfer reagents that are used in the preparation of epoxides.
Uses	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.