| Identification | Back Directory | [Name]
TAS-F | [CAS]
59218-87-0 | [Synonyms]
TAS-F
Tris(dimethylamino)sulfonium
tris(dimethylamino)sulfanium
Tris(dimethylamino)(trimethylsilyl)sulfur
TRIS(DIMETHYLAMINO)SULFUR TRIMETHYLSILY DIFLUORIDE
TRIS(DIMETHYLAMINO)SULFUR (TRIMETHYLSILYL)DIFLUORIDE
TRIS(DIMETHYLAMINO)(TRIMETHYLSILYL)SULFUR DIFLUORIDE
TRIS(DIMETHYLAMINO)(TRIMETHYLSILYL)SULPHUR DIFLUORIDE
Tris(dimethylamino)sulfonium trimethylsilyldifluoride
TRIS(DIMETHYLAMINO)SULFONIUM DIFLUOROTRIMETHYLSILICATE
TRIS(DIMETHYLAMINO)SULFUR(TRIMETHYLSILYL)DIFLUORIDE 95%
ifluoro(trimethyl)silanuide,tris(dimethylamino)sulfanium
difluoro(trimethyl)silanuide,tris(dimethylamino)sulfanium
Tris(dimethylamino)sulfonium difluorotrimethylsilicate(IV)
Tris(dimethylamino)(trimethylsilyl)sulphur difluoride, tech
Tris(dimethylamino)sulphur trimethylsilyl difluoride, TAS-F
TRIS(DIMETHYLAMINO)SULFUR(TRIMETHYLSILYL)DIFLUORIDE, tech-95
TRIS(DIMETHYLAMINO)SULFUR (TRIMETHYLSILYL)DIFLUORIDE, PRACT.
TRIS(DIMETHYLAMINO)SULFUR (TRIMETHYL-SIL YL)DIFLUORIDE, TECH.
Tris(dimethylamino)sulphonium difluoro(trimethyl)silicate, tech
TAS-F, TASF, Tris(dimethylamino)sulfur trimethylsilyl difluoride
Tris(diMethylaMino)sulfoniuM difluorotriMethylsilicate technical grade
Sulfiliminium, S,S-bis(dimethylamino)-N,N-dimethyl-, difluorotrimethylsilicate(1-) | [EINECS(EC#)]
218-362-5 | [Molecular Formula]
C9H24F2N3SSi | [MDL Number]
MFCD00012170 | [MOL File]
59218-87-0.mol | [Molecular Weight]
272.45 |
| Chemical Properties | Back Directory | [storage temp. ]
2-8°C | [solubility ]
R = Me, sol MeCN, pyridine, benzonitrile; partially
sol THF. R = Et, sol THF, MeCN. Both react slowly with
MeCN. | [form ]
powder | [color ]
White to off-white | [Hydrolytic Sensitivity]
8: reacts rapidly with moisture, water, protic solvents | [Sensitive ]
Moisture Sensitive | [BRN ]
3577020 | [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 | [InChIKey]
JMGVTLYEFSBAGJ-UHFFFAOYSA-N | [SMILES]
C[Si-](C)(C)(F)F.CN(C)[S+](N(C)C)N(C)C |
| Safety Data | Back Directory | [Hazard Codes ]
C | [Risk Statements ]
14-34-37 | [Safety Statements ]
26-36/37/39-45 | [RIDADR ]
UN 3261 8/PG 2 | [WGK Germany ]
3 | [F ]
3-10-21 | [Hazard Note ]
Corrosive/Moisture Sensitive | [TSCA ]
No | [HazardClass ]
8 | [PackingGroup ]
II | [HS Code ]
2931900090 | [Storage Class]
8A - Combustible corrosive hazardous materials | [Hazard Classifications]
Skin Corr. 1B |
| Hazard Information | Back Directory | [Physical properties]
R = Me, mp 98–101 °C; R = Et, mp 90–95 °C. | [Uses]
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.
| [Uses]
Tris(dimethylamino)sulfonium
Difluorotrimethylsilicate is used in anhydrous fluoride ion source; synthesis of C–F compounds by
nucleophilic displacement of sulfonates;promoter for electrophilic reactions of silyl enolates of ketones and esters; source
of sulfonium cation capable of stabilizing or imparting high
nucleophilic reactivity to other anions; activator of vinylsilanes in Pd-catalyzed cross-coupling reactions; also used for
generation8 and reactions of α- and β-halo carbanions; hydrosilylation and cyanomethylation of ketones. | [Preparation]
The methyl derivative is prepared by
the reaction of dimethylaminotrimethylsilane and sulfur tetra-
fluoride at ?70°C to rt in ether; the precipitated solid is
filtered off.1a The ethyl derivative is best prepared by the
reaction of N,N-diethylaminosulfur trifluoride (DAST) and
diethylaminotrimethylsilane. | [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. | [reaction suitability]
reagent type: reductant |
|
| Company Name: |
Energy Chemical
|
| Tel: |
021-021-58432009 400-005-6266 |
| Website: |
http://www.energy-chemical.com |
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