ChemicalBook Product Catalog Organic Chemistry Phosphines 2-(Di-tert-butylphosphino)biphenyl

2-(Di-tert-butylphosphino)biphenyl

2-(Di-tert-butylphosphino)biphenyl Basic information
Reactions
Product Name:2-(Di-tert-butylphosphino)biphenyl
Synonyms:(2-BIPHENYLYL)DI-TERT-BUTYLPHOSPHINE;2-(DI-TERT-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)-;2-(Di-tert-butylphosphino)-biphenyl, JohnPhos;(2-Biphenylyl)di-tert-butylphosphine, 2-(Di-tert-butylphosphino)biphenyl, JohnPhos
CAS:224311-51-7
MF:C20H27P
MW:298.4
EINECS:607-074-9
Product Categories:Achiral Phosphine;Aryl Phosphine;Buchwald Ligands Series;Buchwald Ligands&Precatalysts;organophosphine ligand;Ligand;Benzene derivatives;Phosphines;Phosphine Ligands;Synthetic Organic Chemistry
Mol File:224311-51-7.mol
2-(Di-tert-butylphosphino)biphenyl Structure
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
InChIKeyCNXMDTWQWLGCPE-UHFFFAOYSA-N
CAS DataBase Reference224311-51-7(CAS DataBase Reference)
Safety Information
Hazard Codes Xn
Risk Statements 36/37/38-22
Safety Statements 36/37/39-26-22
WGK Germany 3
F 10-23
TSCA No
HazardClass AIR SENSITIVE
HS Code 29029090
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
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.
Reactions of 224311-51-7
Chemical Propertieswhite to light yellow crystal powde
Usessuzuki reaction
Uses2-(Di-tert-butylphosphino)biphenyl (also known as JohnPhos) is a Buchwald ligand that is highly efficient in palladium-catalyzed reactions.
General DescriptionJohnPhos 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.
2-(Di-tert-butylphosphino)biphenyl Preparation Products And Raw materials
Raw materialsDi-tert-butylchlorophosphane-->2-Bromobiphenyl-->2-BIPHENYLYLMAGNESIUM BROMIDE 0.5M IN
RAC-2-(DI-T-BUTYLPHOSPHINO)-1,1'-BINAPHTHYL 2-DI-TERT-BUTYLPHOSPHINO-3,4,5,6-TETRAM& 2-(Di-tert-butylphosphino)biphenyl 2-(2'-DI-TERT-BUTYLPHOSPHINE)BIPHENYLPALLADIUM(II) ACETATE Tributylphosphine Biphenyl Di-tert-butylphosphine T-BUTYLPHOSPHINE 2-DI-T-BUTYLPHOSPHINO-2'-(N,N-DIMETHYLAMINO)BIPHENYL tert-Butanol 2-DI-TERT-BUTYLPHOSPHINO-2',4',6'-TRIISOPROPYLBIPHENYL (2-BIPHENYL)DI-TERT-BUTYLPHOSPHINE GOLD& 2,2'-BIS(DI-TERT-BUTYLPHOSPHINO)BIPHENYL TERT-BUTYLPHOSPHONIC ACID Butylated Hydroxytoluene Di-tert-butyl peroxide 2-(DI-T-BUTYLPHOSPHINO)-2'-METHYLBIPHENYL Tri-tert-butylphosphine
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