250600

Tris(dimethylamino)sulfonium difluorotrimethylsilicate

technical grade

• Synonym(s): TAS-F, TASF, Tris(dimethylamino)sulfur trimethylsilyl difluoride
• Linear Formula: [(CH₃)₂N]₃S[(CH₃)₃SiF₂]
• CAS Number: 59218-87-0
• Molecular Weight: 275.48
• Beilstein/REAXYS Number: 3577020
• MDL number: MFCD00012170
• UNSPSC Code: 12352101
• PubChem Substance ID: 24855064
• NACRES: NA.22

Properties

• grade: technical grade
• reaction suitability: reagent type: reductant
• storage temp.: 2-8°C
• SMILES string: C[Si-](C)(C)(F)F.CN(C)[S+](N(C)C)N(C)C
• InChI: 1S/C6H18N3S.C3H9F2Si/c1-7(2)10(8(3)4)9(5)6;1-6(2,3,4)5/h1-6H3;1-3H3/q+1;-1
• InChI key: JMGVTLYEFSBAGJ-UHFFFAOYSA-N

Description

General description

Tris(dimethylamino)sulfonium difluorotrimethylsilicate is widely used in organic synthesis as a source of fluoride ion for the synthesis of fluorinated compounds by C-F bond formation. It is also used as a reagent in hydrosilylation, cyanomethylation of ketones and Pd-catalyzed cross-coupling reactions.

Application

Tris(dimethylamino)sulfonium difluorotrimethylsilicate (TASF₂SiMe₃) can be used as a mild deprotecting reagent for the cleavage of silicon protecting groups.
It can also be used

• To synthesize deoxyfluoro sugars by reacting with trifluoromethanesulfonyl derivatives of partially protected sugars.
• As a reagent for the fluorination of hydroxyl-containing compounds.

Other Notes

Remainder tris(dimethylamino)sulfonium bifluoride

Safety Information

• pictograms: GHS05
• signalword: Danger
• hcodes: H314
• pcodes: P260 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363
• Hazard Classifications: Skin Corr. 1B
• supp_hazards: EUH014
• Storage Class: 8A - Combustible corrosive hazardous materials
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges