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Trimethylphosphin
PMe3 · (CH3)3P · Methyl phosphine · rimethylphosphine · TRIMETHYLPHOSPHINE · Trimethylphosphorus · Trimethyl-phosphane · PHOSPHORUS TRIMETHYL
Identifikatoren & physikalische Daten
| CAS No. | 594-09-2 |
|---|---|
| Summenformel | C3H9P |
| Durchschnittliche Molmasse | 76,08 g/mol |
| Monoisotopische Masse | 76,04418692 g/mol |
| SMILES | CP(C)C |
| InChIKey | YWWDBCBWQNCYNR-UHFFFAOYSA-N |
| PubChem CID | 68983 |
| ChEBI | CHEBI:35890 |
| EC No. | 209-823-1 |
| DTXSID | DTXSID00208120 |
| Lokaler Name | Trimethylphosphin |
Chemische & physikalische Eigenschaften
| XLogP | -0,1 |
|---|---|
| Polarare Oberfläche (TPSA) | 0 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 0 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 4 |
| Formalladung | 0 |
| Komplexität | 8 |
| Stoffklassen | Other Classes -> Phosphorus Compounds |
| SpringerMaterials Properties | 31P nuclear magnetic resonance spectrum |
| Dichte | 0.735 @25 °C0.738 g/mL at 20 °C (lit.) |
| Siedepunkt | 37.5 °C @760 [mm Hg]38-40 °C (lit.) |
| Physical Description | Colorless liquid with a pungent odor[Alfa Aesar MSDS] |
| Ionization Efficiency | Positive0.295.53Agilent XCTElectrospray ionizationammonium acetate (4nM) |
| Schmelzpunkt | -86 °C (lit.) |
| Dampfdruck | 7.24 psi ( 20 °C) |
| Brechungsindex | n20/D 1.428(lit.) |
| Flammpunkt | −4 °F |
| Lagerbedingungen | 2-8°C |
| Aggregatzustand | liquid |
| Wichte | 0.748 |
| Farbe | colorless |
| Löslichkeit | Soluble in water. |
| BRN | 969138 |
| InChI | 1S/C3H9P/c1-4(2)3/h1-3H3 |
| InChIKey | YWWDBCBWQNCYNR-UHFFFAOYSA-N |
| SMILES | CP(C)C |
| CAS Datenbank | 594-09-2(CAS DataBase Reference) |
| NIST chemische Informationen | Phosphine, trimethyl-(594-09-2) |
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 52 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Gefahrenübersicht | PyrophoricCauses burnsInhalation may cause corrosive injuries to upper respiratory tract and lungs[Alfa Aesar MSDS] See Tributylphosphine. |
| Hazard Classes and Categories | Flam. Liq. 2 (100%) |
| Protective Action Criteria (PAC) | 12 [mg/m3]130 [mg/m3]790 [mg/m3] |
| Unerwünschte Wirkungen | Dermatotoxin - Skin burns. |
| F | 10-13-23 |
| Wassergefährdungsklasse (WGK) | 3 |
| UN-Transportnummer | UN 1993 3/PG 2 |
| Zollcode | 29319090 |
| R-Sätze (R) | 11-36/37/38-67-65-63-48/20-38-17-40-36/37-19 |
| Gefahrensymbole | F,Xn,Xi |
| Sicherheitshinweise (S) | 9-16-26-36/37/39-62-36/37-7/9-33 |
| Gefahrenklasse | 4.2Eye Irrit. 2Flam. Liq. 2Skin Irrit. 2STOT SE 3 |
| Verpackungsgruppe | I |
| Lagerklasse | 3 - Flammable liquids |
Anwendungen & Verwendung
Verwenden
Trimethylphosphine (PMe3) is an electron-rich phosphine ligand used as a reagent in Mitsunobu reaction.It can be used:In transformation of azides into carbamates; aziridines to azidoalcohols; and ketoximes to ketones with 2,2′-dipyridyl diselenide.In Aza-Wittig reaction;, C-H bond activation of imines; cross-coupling reactions.In the preparation of (cyanomethylene) trimethylphosphorane (CMMP) which is used as a reagent in Mitsunobu type reaction.As a reagent in the synthesis of ruthenium trimethylphosphine complexes, which in turn are used as catalysts for hydrogenation of CO2 to formic acid.