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570958 Sigma-Aldrich

Tri-tert-butylphosphine

98%

Synonym: P(t-Bu)3

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Properties

Related Categories Basic Phosphine Ligands, Buchwald Ligands and Complexes, Buchwald and Related Ligands, Catalysis and Inorganic Chemistry, Chemical Synthesis,
InChI Key   BWHDROKFUHTORW-UHFFFAOYSA-N
assay   98%
bp   102-103 °C/13 mmHg(lit.)
mp   30-35 °C (lit.)
density   0.834 g/mL at 20 °C(lit.)
reaction suitability   reagent type: ligand
reaction type: Addition Reactions
  reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction
  reagent type: ligand
reaction type: Heck Reaction
  reagent type: ligand
reaction type: Negishi Coupling
  reagent type: ligand
reaction type: Sonogashira Coupling
  reagent type: ligand
reaction type: Stille Coupling
  reagent type: ligand
reaction type: Suzuki-Miyaura Coupling

Description

Application

Preferred ligand in the palladium-catalyzed coupling of arylboronic acids with phenyliodonium ylides of hydroxyquinones. Also used with Pd2(dba)3 for the α-arylation of trimethylsilyl enol ethers with aryl halides.

Packaging

1, 5, 10 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 2846 4.2 / PGI
WGK Germany 
3
Flash Point(F) 
1.4 °F
Flash Point(C) 
-17 °C
Protocols & Articles

Articles

Basic Phosphine Ligands

The use of phosphines in catalysis has been extensive for the past 50 years. Utilizing electron-rich and sterically demanding phosphines, several research groups explored their efficiency and versati...
William Sommer
Aldrich ChemFiles 2007, 7.10, 3.
Keywords: Catalysis, Chemfiles, Coupling reactions, Cross couplings, Hiyama Coupling, Ligands, Stille coupling, transformation

Pd(PhCN)2Cl2/P(t-Bu)3: A Versatile Catalyst for Sonogashira Reactions of Aryl Bromides at Room Temperature

The Suzuki-Miyaura cross-coupling of unprotected, nitrogen-rich heterocycles using precatalysts P1 or P2 is reported. The procedure allows for the reaction of variously substituted indazole, benzimid...
Keywords: Catalysis, Chromatography, Column chromatography, Coupling reactions, Cross couplings

Peer-Reviewed Papers
15

References

Related Products

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Product #

Description

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901438 Tri-tert-butylphosphine solution, 1.0 M in THF
901441 Tri-tert-butylphosphine solution, 1.0 M in 2-methyltetrahydrofuran

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