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642629 Sigma-Aldrich

Di-tert-butylmethylphosphine

97%

Synonym: (t-Bu)2PMe, Bis(tert-butyl)methylphosphine

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Properties

Related Categories Basic Phosphine Ligands, Buchwald Ligands and Complexes, Buchwald and Related Ligands, Catalysis and Inorganic Chemistry, Chemical Synthesis,
assay   97%
bp   58 °C/12 mmHg (lit.)
density   0.824 g/mL at 25 °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: Cross Couplings
SMILES string   CP(C(C)(C)C)C(C)(C)C
InChI   1S/C9H21P/c1-8(2,3)10(7)9(4,5)6/h1-7H3
InChI key   JURBTQKVGNFPRJ-UHFFFAOYSA-N

Description

Application

Bulky phosphine used with various palladium complexes in cross-coupling catalysis.

Di-tert-butylmethylphosphine (PtBu2Me) when added as HBF4 salt, enhances the reactivity of palladium-catalyzed direct arylation of heterocylic arenes with aryl chlorides, bromides and azine N-oxides with aryl triflates to form the corresponding biaryl and 2-aryl azine N-oxides, respectively. It may be used in the preparation of CoCl2(PtBu2Me)2, a cobalt phosphine complex, which in combination with methylaluminoxane (MAO) catalyzes the butadiene polymerization to form predominantly the cis-1,4 polymer.

Packaging

5 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 2845 4.2
WGK Germany 
3
Protocols & Articles
Peer-Reviewed Papers
15

References

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