323322

Trimethylphosphin

97%

• Synonym(e): PMe₃
• Lineare Formel: (CH₃)₃P
• CAS-Nummer: 594-09-2
• Molekulargewicht: 76.08
• Beilstein: 969138
• EG-Nummer: 209-823-1
• MDL-Nummer: MFCD00008510
• UNSPSC-Code: 12352128
• PubChem Substanz-ID: 24859357
• NACRES: NA.22

Eigenschaften

• Dampfdruck: 7.24 psi ( 20 °C)
• Qualitätsniveau: 200
• Assay: 97%
• Form: liquid
• Eignung der Reaktion: reaction type: Buchwald-Hartwig Cross Coupling Reaction; reaction type: Heck Reaction; reaction type: Hiyama Coupling; reaction type: Negishi Coupling; reaction type: Sonogashira Coupling; reaction type: Stille Coupling; reaction type: Suzuki-Miyaura Coupling; reagent type: ligand; reaction type: Mitsunobu Reaction; reagent type: ligand; reaction type: Wittig Reaction
• Brechungsindex: n20/D 1.428 (lit.)
• bp: 38-40 °C (lit.)
• mp (Schmelzpunkt): −86 °C (lit.)
• Dichte: 0.738 g/mL at 20 °C (lit.)
• Funktionelle Gruppe: phosphine
• Lagertemp.: 2-8°C
• SMILES String: CP(C)C
• InChI: 1S/C3H9P/c1-4(2)3/h1-3H3
• InChIKey: YWWDBCBWQNCYNR-UHFFFAOYSA-N

Beschreibung

Anwendung

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.

Sicherheitshinweise

• Piktogramme: GHS02,GHS07
• Signalwort: Danger
• H-Sätze: H225,H315,H319,H335
• P-Sätze: P210 - P233 - P240 - P241 - P303 + P361 + P353 - P305 + P351 + P338
• Gefahreneinstufungen: Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3
• Zielorgane: Respiratory system
• Lagerklassenschlüssel: 3 - Flammable liquids
• WGK: WGK 3
• Flammpunkt (°F): -2.2 °F - closed cup
• Flammpunkt (°C): -19 °C - closed cup
• Persönliche Schutzausrüstung: Eyeshields, Faceshields, Gloves