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250600

Sigma-Aldrich

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:
Molecular Weight:
275.48
Beilstein:
3577020
MDL number:
PubChem Substance ID:

grade

technical grade

Quality Level

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

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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.

Packaging

250 mg
1, 5 g in poly bottle

Other Notes

Remainder tris(dimethylamino)sulfonium bifluoride

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Skin Corr. 1B

Supplementary Hazards

Storage Class Code

8A - Combustible, corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

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Certificate of Origin

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