Dimethyl(methylthio)sulfonium tetrafluoroborate

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Dimethyl(methylthio)sulfonium tetrafluoroborate Basic information
Product Name:Dimethyl(methylthio)sulfonium tetrafluoroborate
Synonyms:DIMETHYL(METHYLTHIO)SULPHONIUM TETRAFLUOROBORATE;Dimethyl(methylthio)sulfoniumtetrafluoro];Dimethyl(methylthio)sulphonium tetrafluoroborate 97%;Dimethyl(methylthio)sulphoniumtetrafluoroborate97%;Dimethyl(methylthio)sulfonium tetrafluoroborateDISC. 06/04/01;Dimethyl(methylthio)sulfonium tetrafluoroborate,DMTSF;Trimethyldisulphanium tetrafluoroborate 97%;Trimethyldisulphaniumtetrafluoroborate97%
CAS:5799-67-7
MF:C3H9BF4S2
MW:196.04
EINECS:
Product Categories:B (Classes of Boron Compounds);Iodonium Sulfonium & Oxonium Compounds;Sulfonium Compounds;Sulfur Compounds (for Synthesis);Synthetic Organic Chemistry;Tetrafluoroborates
Mol File:5799-67-7.mol
Dimethyl(methylthio)sulfonium tetrafluoroborate Structure
Dimethyl(methylthio)sulfonium tetrafluoroborate Chemical Properties
Melting point 89-92 °C (lit.)
storage temp. -20°C
solubility sol MeCN, MeNO2; insol in ether, pet ether; reacts with H2O and other protic solvents.
form powder to crystal
color White to Almost white
BRN 3572194
InChI1S/C3H9S2.BF4/c1-4-5(2)3;2-1(3,4)5/h1-3H3;/q+1;-1
InChIKeyLUOOXKXNWLQGLY-UHFFFAOYSA-N
SMILESCS[S+](C)C.F[B-](F)(F)F
Safety Information
Hazard Codes C,Xi
Risk Statements 34
Safety Statements 26-27-28-36/37/39-45
RIDADR UN 1759 8/PG 2
WGK Germany 3
Hazard Note Irritant
HazardClass 8
PackingGroup III
HS Code 2931900090
Storage Class8A - Combustible corrosive hazardous materials
Hazard ClassificationsEye Dam. 1
Skin Corr. 1B
MSDS Information
ProviderLanguage
SigmaAldrich English
Dimethyl(methylthio)sulfonium tetrafluoroborate Usage And Synthesis
UsesDimethyl(methylthio)sulfonium tetrafluoroborate can be used as an electrophilic sulfenylating agent, capable of reacting with nucleophilic atoms; reacting with electron-rich olefins to promote addition reactions, cyclization reactions; and activating dithioacetals, trithioorthoesters, and thioglycosides to undergo carbon-carbon or carbon-heteroatom bond formation reactions.
PreparationDMTSF can be conveniently prepared from Dimethyl Disulfide and  Trimethyloxonium Tetrafluoroborate (Me3O+ BF4 -) in MeCN. Precipitation of the product results after  addition of ether and isolation requires filtration under anhydrous conditions.
storageDMTSF must be stored under anhydrous conditions, preferably in a  well sealed bottle under nitrogen. Exposure to moisture results in a stench and the reagent is corrosive. Use  in a fume hood.
Dimethyl(methylthio)sulfonium tetrafluoroborate Preparation Products And Raw materials
Tag:Dimethyl(methylthio)sulfonium tetrafluoroborate(5799-67-7) Related Product Information
Trimethylsulfonium hydroxide Fluoroboric acid Dimethyl(methylthio)sulfonium tetrafluoroborate Borane-methyl sulfide complex Boron trifluoride-methanol Trimethylsulfonium tetrafluoroborate