(Trifluoromethyl)trimethylsilane
TMS-CF3 · TRIMETHYL(TRIFLUOROMETHYL)SILANE · TTMS · Ruppert-Prakash reagent · TFMTMS · (trifluromethyl)trimethylsilane · tert-butyl(trifluoromethyl)silane · Ruppert's
Identifikatoren & physikalische Daten
| CAS No. | 81290-20-2 |
|---|---|
| Summenformel | C4H9F3Si |
| Durchschnittliche Molmasse | 142,19 g/mol |
| Monoisotopische Masse | 142,04256148 g/mol |
| SMILES | C[Si](C)(C)C(F)(F)F |
| InChIKey | MWKJTNBSKNUMFN-UHFFFAOYSA-N |
| PubChem CID | 552549 |
| EC No. | 617-210-9 |
| DTXSID | DTXSID20338998 |
Chemische & physikalische Eigenschaften
| Polarare Oberfläche (TPSA) | 0 |
|---|---|
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 3 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 8 |
| Formalladung | 0 |
| Komplexität | 78,3 |
| SpringerMaterials Properties | 19F nuclear magnetic resonance spectrum |
| Siedepunkt | 54-55 °C (lit.) |
| Dichte | 0.962 g/mL at 20 °C (lit.) |
| Dampfdruck | 10.98 psi ( 55 °C) |
| Brechungsindex | n20/D 1.386 |
| Flammpunkt | 14 °F |
| Lagerbedingungen | 2-8°C |
| Löslichkeit | sol THF, ether, CH2Cl2.Soluble in alcohol, THF, ether, dichloromethane, aromatic and aliphatic hydrocarbons. Soluble in water(with white smokes). |
| Aggregatzustand | Liquid |
| Farbe | Clear colorless |
| Wichte | 0.962 |
| Merck | 14,9683 |
| BRN | 4241868 |
| Stabilität | Volatile |
| InChI | 1S/C4H9F3Si/c1-8(2,3)4(5,6)7/h1-3H3 |
| InChIKey | MWKJTNBSKNUMFN-UHFFFAOYSA-N |
| SMILES | C[Si](C)(C)C(F)(F)F |
| CAS Datenbank | 81290-20-2(CAS DataBase Reference) |
Sicherheit & Vorschriften
| GHS-Einstufung | DangerH225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids]P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 55 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Hazard Classes and Categories | Flam. Liq. 2 (100%) |
| F | 10-21 |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | No |
| UN-Transportnummer | UN 1993 3/PG 2 |
| Zollcode | 29319090 |
| R-Sätze (R) | 11-36/37-19-36/37/38-22-40-14 |
| Gefahrensymbole | F,Xi,Xn |
| hazard_note | Flammable |
| Sicherheitshinweise (S) | 16-33-39-26-36-29-36/37 |
| Gefahrenklasse | 3Flam. Liq. 2Water-react 2 |
| Verpackungsgruppe | II |
| Lagerklasse | 4.3 - Hazardous materials which set free flammable gases upon contact with water |
Anwendungen & Verwendung
Verwenden
TMSCF3 is versatile reagent for trifluoromethylation, such as transition-metal-catalyzed reaction, miscellaneous trifluoromethylation, and addition to carbonyl and imine groups. These reactions are extremely useful approaches in the pharmaceutical and agrochemical industry, because they enhance metabolic stability (metabolic blocking) and alter the compound properties (liphophilicity, binding selectivity).
Herstellung & Synthese
synthetische
(Trifluoromethyl)trimethylsilane is prepared from trimethylsilyl chloride and bromotrifluoromethane in the presence of a phosphorus(III) reagent that serves as a halogen acceptor.