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2-(Di-tert-butylphosphino)biphenyl

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2-(Di-tert-butylphosphino)biphenyl Basic information

Product Name:
2-(Di-tert-butylphosphino)biphenyl
Synonyms:
  • (2-biphenyl)di-tert-butylphosphine
  • (2-BIPHENYLYL)DI-TERT-BUTYLPHOSPHINE
  • 2-(DI-TERT-BUTYLPHOSPHINO)BIPHENYL
  • 2-(DI-T-BUTYLPHOSPHINO)BIPHENYL
  • BIPHENYL-2-YL-DI-TERT-BUTYL-PHOSPHANE
  • 2-(Di-t-butylphosphino)biphenyl,99%JohnPhos
  • 2-(Di-t-butylphosphine) biphenyl
  • PHOSPHINE, [1,1''-BIPHENYL]-2-YLBIS(1,1-DIMETHYLETHYL)-
CAS:
224311-51-7
MF:
C20H27P
MW:
298.4
EINECS:
607-074-9
Product Categories:
  • Achiral Phosphine
  • Aryl Phosphine
  • Ligand
  • organophosphine ligand
  • Buchwald Ligands Series
  • Buchwald Ligands&Precatalysts
  • Benzene derivatives
  • Phosphines
  • Phosphine Ligands
  • Synthetic Organic Chemistry
Mol File:
224311-51-7.mol
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2-(Di-tert-butylphosphino)biphenyl Chemical Properties

Melting point:
86-88 °C (lit.)
Boiling point:
405.5±24.0 °C(Predicted)
Density 
1 g/cm3
storage temp. 
Inert atmosphere,Room Temperature
solubility 
Chloroform (Slightly), Dichloromethane (Slightly), DMSO (Slightly, Heated, Sonicated)
form 
Crystals or Crystalline Powder
color 
White
Water Solubility 
Insoluble
BRN 
8322131
Stability:
Air Sensitive
InChIKey
CNXMDTWQWLGCPE-UHFFFAOYSA-N
CAS DataBase Reference
224311-51-7(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
36/37/38-22
Safety Statements 
36/37/39-26-22
WGK Germany 
3
10-23
TSCA 
No
HazardClass 
AIR SENSITIVE
HS Code 
29029090

MSDS

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2-(Di-tert-butylphosphino)biphenyl Usage And Synthesis

Reactions

  1. Ligand used in the palladium-catalyzed synthesis of aromatic amines from aryl chlorides, bromides and triflates.
  2. Ligand employed in a very active and general catalyst for Suzuki coupling reactions using aryl chlorides, bromides and triflates.
  3. Ligand used in palladium-catalyzed synthesis of oxindoles from α-chloroacetanilides.
  4. Effective ligand used in palladium-catalyzed arylation of thiazoles.
  5. Used in the formation of 2-benzylindolines via sequential palladium-catalyzed N-arylation/cyclization/C-arylation.
  6. Selective in the palladium-catalyzed arylation of silyl enol ethers formed from copper-catalyzed reduction of enones.

Chemical Properties

white to light yellow crystal powde

Uses

suzuki reaction

Uses

2-(Di-tert-butylphosphino)biphenyl (also known as JohnPhos) is a Buchwald ligand that is highly efficient in palladium-catalyzed reactions.

General Description

JohnPhos is a Buchwald′s sterically bulky biaryl phosphine ligand. It is a reactive dialkylbiaryl phosphine ligand which catalyzes the carbon-nitrogen bond-forming reactions. Coordination chemistry of gold catalysts bearing JohnPhos as ligand has been investigated by NMR spectroscopy.

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