ChemicalBook Product Catalog Chemical Reagents Organic reagents Sulfone, sulfoxide compound Trimethylsulfoxonium iodide

Trimethylsulfoxonium iodide

Trimethylsulfoxonium iodide Basic information
Product Name:Trimethylsulfoxonium iodide
Synonyms:rimethylsulfoxonium iodide;Trimethylsulfoxonium iodide, >=99%;Trimethyl(oxo)-sulfanylium iodide;Trimethylsulfoxonium iodide≥ 99% (Titration);sulfonium,trimethyl-,iodide,oxide;Sulfoxonium,trimethyl-,iodide;trimethyl-sulfoxoniuiodide;trimethylsulphoxoniumioidie
CAS:1774-47-6
MF:C3H9IOS
MW:220.07
EINECS:217-204-2
Product Categories:Sulfonium/Sulfoxonium Compounds;Building Blocks;Chemical Synthesis;Organic Building Blocks;Sulfur Compounds;Pharmaceutical Intermediates;Pyridines;Sulfonium/Sulfoxonium Compounds;Organic Building Blocks;Sulfur Compounds;Iodonium Sulfonium & Oxonium Compounds;Sulfonium Compounds;Sulfur Compounds (for Synthesis);Synthetic Organic Chemistry
Mol File:1774-47-6.mol
Trimethylsulfoxonium iodide Structure
Trimethylsulfoxonium iodide Chemical Properties
Melting point 208-212 °C (dec.) (lit.)
density 1.7074 (estimate)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility H2O: 50 mg/mL, clear
form Crystalline Powder
color White to light yellow
PHpH(50g/l, 25℃) : 4.8～6.0
Water Solubility 15 g/L (20 ºC)
Sensitive Light Sensitive
BRN 3595854
InChIKeyBPLKQGGAXWRFOE-UHFFFAOYSA-M
CAS DataBase Reference1774-47-6(CAS DataBase Reference)
EPA Substance Registry SystemSulfoxonium, trimethyl-, iodide (1774-47-6)
Safety Information
Hazard Codes Xn,Xi
Risk Statements 36/37/38-22
Safety Statements 37/39-26-36-24/25
WGK Germany 2
RTECS WS3585000
F 8
TSCA Yes
HS Code 29309070
MSDS Information
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Trimethylsulfoxonium iodide English
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Trimethylsulfoxonium iodide Usage And Synthesis
Chemical PropertiesWHITE TO LIGHT YELLOW CRYSTALLINE POWDER
UsesTrimethylsulfoxonium 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.
UsesTreatment 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
UsesTrimethylsulfoxonium Iodide is used to synthesize methylene-transfer reagents that are used in the preparation of epoxides.
Trimethylsulfoxonium iodide Preparation Products And Raw materials
Preparation ProductsStyrene oxide-->1-BOC-4-HYDROXY-4-(HYDROXYMETHYL)-PIPERIDINE-->2-(1-Adamantyl)oxirane-->10-methoxy-1,6-dimethylergoline-8beta-methanol-->Methanone, [2-(4-methoxyphenyl)cyclopropyl]phenyl--->2,3-dihydro-6-Methoxy-3-Methylene-1H-Isoindol-1-one-->3-Methylnorcaran-2-one-->tetrahydro-3-(2-oxiranyl)Furan-->2-Methyl-1-(p-tolylsulfonyl)azetidine-->Spiro[2.5]octane-1-carboxylic acid, 6-cyclohexyl-, methyl ester-->Benzofuran, 7-oxiranyl- (9CI)-->7-Bromo-2,3-dihydrobenzofuran-3-ol-->Ethyl 2-phenyl-4-(2,2,2-trifluoroethyl)-4,5-dihydrooxazole-4-carboxylate-->2-Propyloxetane
TRIMETHYLSULFOXONIUM BROMIDE (Trifluoromethyl)trimethylsilane Origanum oil 1-METHYL-1,2,4-TRIAZOLE Trityl losartan Potassium trimethylsilanolate hydroxytrimethylsilane tert-Butyl(triphenylphosphoranylidene)acetate 1,2-Hydrazinedicarboxaldehyde, 1-methyl- Trimethylsulfonium iodide 2-(2-fluorophenyl)-1,3-di(1H-1,2,4-triazol-1-yl)propan-2-ol TRIMETHYLSULFOXONIUM CHLORIDE Faropenem sodium BETA-GLUCAN TRI-N-BUTYLPHOSPHINE OXIDE Trimethylsulfoxonium iodide (non-medicinal) Trimethylsulfoxonium iodide SULFOXIDE
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