TAS-F
- CAS No.
- 59218-87-0
- Chemical Name:
- TAS-F
- Synonyms
- Tris(dimethylamino)sulfonium;TRIS(DIMETHYLAMINO)SULFUR (TRIMETHYLSILYL)DIFLUORIDE;TRIS(DIMETHYLAMINO)SULFONIUM DIFLUOROTRIMETHYLSILICATE;TAS-F;tris(dimethylamino)sulfanium;Tris(dimethylamino)(trimethylsilyl)sulfur;TRIS(DIMETHYLAMINO)SULFUR TRIMETHYLSILY DIFLUORIDE;TRIS(DIMETHYLAMINO)(TRIMETHYLSILYL)SULFUR DIFLUORIDE;Tris(Dimethylamino)Sulphur Trimethylsilyl Difluoride;Tris(dimethylamino)sulfonium trimethylsilyldifluoride
- CBNumber:
- CB3400719
- Molecular Formula:
- C9H24F2N3SSi
- Molecular Weight:
- 272.45
- MDL Number:
- MFCD00012170
- MOL File:
- 59218-87-0.mol
- MSDS File:
- SDS
| Product description | Number | Pack Size | Price |
| Tris(dimethylamino)sulfonium difluorotrimethylsilicate technical grade | 250600 | 1g | $140 |
| Tris(dimethylamino)sulfonium difluorotrimethylsilicate technical grade | 250600 | 5g | $442 |
| Tris(dimethylamino)sulfonium difluorotrimethylsilicate technical grade | 250600 | 250mg | $74.5 |
| Tris(dimethylamino)sulfonium difluorotrimethylsilicate | T884540 | 25mg | $140 |
| Tris(dimethylamino)sulfur(trimethylsilyl)difluoride,Pract. 90% | 7181-3-01 | 250mg | $25 |
| More product size | |||
| 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 |
| Sensitive | Moisture Sensitive |
| Hydrolytic Sensitivity | 8: reacts rapidly with moisture, water, protic solvents |
| 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 |
| UNSPSC Code | 12352101 |
| NACRES | NA.22 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS05 |
|---|---|
| Signal word | Danger |
| Hazard statements | H314 |
| Precautionary statements | P260-P280-P301+P330+P331-P303+P361+P353-P305+P351+P338 |
| PPE | Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges |
| 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 |
TAS-F price More Price(9)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 250600 | Tris(dimethylamino)sulfonium difluorotrimethylsilicate technical grade | 59218-87-0 | 1g | $140 | 2025-07-31 | Buy |
| Sigma-Aldrich | 250600 | Tris(dimethylamino)sulfonium difluorotrimethylsilicate technical grade | 59218-87-0 | 5g | $442 | 2025-07-31 | Buy |
| Sigma-Aldrich | 250600 | Tris(dimethylamino)sulfonium difluorotrimethylsilicate technical grade | 59218-87-0 | 250mg | $74.5 | 2023-06-20 | Buy |
| TRC | T884540 | Tris(dimethylamino)sulfonium difluorotrimethylsilicate | 59218-87-0 | 25mg | $140 | 2021-12-16 | Buy |
| SynQuest Laboratories | 7181-3-01 | Tris(dimethylamino)sulfur(trimethylsilyl)difluoride,Pract. 90% | 59218-87-0 | 250mg | $25 | 2021-12-16 | Buy |
TAS-F Chemical Properties,Uses,Production
Physical properties
R = Me, mp 98–101 °C; R = Et, mp 90–95 °C.
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.
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.
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
TAS-F Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Shaanxi Didu New Materials Co. Ltd | +8617792793228 | 1069@dideu.com | China | 8401 | 58 |
| Shanghai Daken Advanced Materials Co.,Ltd | +86-2158073036 | info@dakenam.com | China | 13843 | 58 |
| CONIER CHEM AND PHARMA LIMITED | +8618523575427 | sales@conier.com | China | 49977 | 58 |
| Dayang Chem (Hangzhou) Co.,Ltd. | +86-0571-88938639 +8617705817739 | info@dycnchem.com | China | 52705 | 58 |
| HANGZHOU LEAP CHEM CO., LTD. | +86-571-87711850 | market18@leapchem.com | China | 24597 | 58 |
| Golden Pharma Co., Limited | +undefined18958062155 | sales@zjgoldpharm.com | China | 5899 | 58 |
| GIHI CHEMICALS CO.,LIMITED | +86-571-86217390; +8618058761490 | info@gihichemicals.com | China | 49968 | 58 |
| Aceschem Inc. | +1-817863-6948 +1-（817）863-6948 | sales@aceschem.com | United States | 19632 | 58 |
| HANGZHOU LEAP CHEM CO., LTD. | +86-571-87711850 | market18@leapchem.com | China | 43333 | 58 |
| Aladdin Scientific | tp@aladdinsci.com | United States | 52923 | 58 |
