Tris(trimethylsilyl) phosphite
TMSPi · DK604 · 93412-5ML · Trimethylsilanol phosphite · tritrimethylsilyl phosphite · Tris(trimethylsily)phosphite · ris(trimethylsilyl)phosphite · TRIS(TRIMETHYLSILYL)PHOSPHITE
Identifikatoren & physikalische Daten
| CAS No. | 1795-31-9 |
|---|---|
| Summenformel | C9H27O3PSi3 |
| Durchschnittliche Molmasse | 298,54 g/mol |
| Monoisotopische Masse | 298,10056094 g/mol |
| SMILES | C[Si](C)(C)OP(O[Si](C)(C)C)O[Si](C)(C)C |
| InChIKey | VMZOBROUFBEGAR-UHFFFAOYSA-N |
| PubChem CID | 137213 |
| EC No. | 679-684-3 |
| DTXSID | DTXSID70170820 |
Chemische & physikalische Eigenschaften
| Polarare Oberfläche (TPSA) | 27,7 |
|---|---|
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 3 |
| Frei drehbare Bindungen | 6 |
| Schwere Atome | 16 |
| Formalladung | 0 |
| Komplexität | 179 |
| Siedepunkt | 78-81 °C/8 mmHg (lit.) |
| Dichte | 0.893 g/mL at 25 °C (lit.) |
| Brechungsindex | n20/D 1.409(lit.) |
| Flammpunkt | >230 °F |
| Lagerbedingungen | RT, stored under nitrogen |
| Aggregatzustand | Liquid |
| Wichte | 0.893 |
| Farbe | Clear colorless |
| Löslichkeit | Sparingly soluble in water. |
| BRN | 2043814 |
| InChI | InChI=1S/C9H27O3PSi3/c1-14(2,3)10-13(11-15(4,5)6)12-16(7,8)9/h1-9H3 |
| InChIKey | VMZOBROUFBEGAR-UHFFFAOYSA-N |
| SMILES | [Si](C)(C)(OP(O[Si](C)(C)C)O[Si](C)(C)C)C |
| CAS Datenbank | 1795-31-9(CAS DataBase Reference) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH315 (95.7%): Causes skin irritation [Warning Skin corrosion/irritation]P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364 (click each P-code to see the statement)Aggregated GHS information provided per 47 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Status: Active Update: 15-12-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/33063 |
| Hazard Classes and Categories | Skin Irrit. 2 (95.7%) |
| F | 10-21 |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | No |
| UN-Transportnummer | 1760 |
| Zollcode | 29319000 |
| R-Sätze (R) | 36/38 |
| Gefahrensymbole | Xi |
| Sicherheitshinweise (S) | 26-36 |
| Gefahrenklasse | 8 |
| Verpackungsgruppe | III |
Anwendungen & Verwendung
Verwenden
Tris(trimethylsilyl) Phosphite is used in the studies of bisphosphonic acids as effective inhibitor of glutamine synthetase, a promising approach for the discovery of novel drugs against tuberculosis. It also acts as a reagent in the preparation of substituted calix[4]arenes bearing one or two α-hydroxymethylphosphonic acid fragments at upper rim of macrocycle as inhibitors of glutathione S-transferase in vitro.
Herstellung & Synthese
synthetische
By silylation of anhydrous phosphorous acid (dried by repeated azeotropic evaporation of a solution in THF with dry benzene) with excess Chlorotrimethylsilane and excess Triethylamine in dimethoxyethane, toluene, or Et2O-THF, followed by evaporation of the solvent and vacuum distillation of the residue. The residue, which contains a mixture of tris(trimethylsilyl) phosphite and bis(trimethylsilyl) phosphonate [HP(O)(OTMS)2], can also be heated with sodium (140 °C, 13-22 h), followed by vacuum distillation to obtain pure tris(trimethylsilyl) phosphite.