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323322 Sigma-Aldrich

Trimethylphosphine

97%

Synonym: PMe3

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Properties

Related Categories Catalysis and Inorganic Chemistry, Chemical Synthesis, Phosphine Compounds, Phosphine Ligands
vapor pressure   7.24 psi ( 20 °C)
assay   97%
refractive index   n20/D 1.428 (lit.)
bp   38-40 °C (lit.)
mp   −86 °C (lit.)
density   0.738 g/mL at 20 °C (lit.)
functional group   phosphine
reaction suitability   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
storage temp.   2-8°C
SMILES string   CP(C)C
InChI   1S/C3H9P/c1-4(2)3/h1-3H3
InChI key   YWWDBCBWQNCYNR-UHFFFAOYSA-N

Description

Application

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.

Packaging

25 g in Sure/Seal™

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 1993BE 3 / PGII
WGK Germany 
3
Flash Point(F) 
-2.2 °F
Flash Point(C) 
-19 °C
Protocols & Articles
Peer-Reviewed Papers
15

References

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Description

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