250600
Tris(dimethylamino)sulfonium difluorotrimethylsilicate
technical grade
Synonym(s):
TAS-F, TASF, Tris(dimethylamino)sulfur trimethylsilyl difluoride
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About This Item
Linear Formula:
[(CH3)2N]3S[(CH3)3SiF2]
CAS Number:
Molecular Weight:
275.48
UNSPSC Code:
12352101
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
3577020
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
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
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
hcodes
signalword
Danger
Hazard Classifications
Skin Corr. 1B
supp_hazards
Storage Class
8A - Combustible corrosive hazardous materials
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
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