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ChemicalBook--->CAS DataBase List--->224311-51-7

224311-51-7

224311-51-7 Structure

224311-51-7 Structure
IdentificationMore
[Name]

2-(Di-tert-butylphosphino)biphenyl
[CAS]

224311-51-7
[Synonyms]

(2-biphenyl)di-tert-butylphosphine
(2-BIPHENYLYL)DI-TERT-BUTYLPHOSPHINE
2-(DI-T-BUTYLPHOSPHINO)BIPHENYL
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)-
JohnPhos
2-(Di-tert-butylphosphino)-biphenyl, JohnPhos
(2-Biphenylyl)di-tert-butylphosphine, 2-(Di-tert-butylphosphino)biphenyl, JohnPhos
[EINECS(EC#)]

607-074-9
[Molecular Formula]

C20H27P
[MDL Number]

MFCD01862440
[Molecular Weight]

298.4
[MOL File]

224311-51-7.mol
Chemical PropertiesBack Directory
[Appearance]

white to light yellow crystal powde
[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
[InChI]

InChI=1S/C20H27P/c1-19(2,3)21(20(4,5)6)18-15-11-10-14-17(18)16-12-8-7-9-13-16/h7-15H,1-6H3
[InChIKey]

CNXMDTWQWLGCPE-UHFFFAOYSA-N
[SMILES]

P(C1=CC=CC=C1C1=CC=CC=C1)(C(C)(C)C)C(C)(C)C
[CAS DataBase Reference]

224311-51-7(CAS DataBase Reference)
[Storage Precautions]

Store under inert gas;Air sensitive
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
R22:Harmful if swallowed.
[Safety Statements ]

S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S22:Do not breathe dust .
[WGK Germany ]

3
[F ]

10-23
[TSCA ]

No
[HazardClass ]

AIR SENSITIVE
[HS Code ]

29029090
Hazard InformationBack Directory
[Chemical Properties]

white to light yellow crystal powde
[Uses]

suzuki reaction
[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.
[reaction suitability]

reaction type: Cross Couplings
reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction
reagent type: ligand
reaction type: C-X Bond Formation
reagent type: ligand
reaction type: Heck Reaction
reagent type: ligand
reaction type: Suzuki-Miyaura Coupling
Questions And AnswerBack Directory
[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
Spectrum DetailBack Directory
[Spectrum Detail]

2-(Di-tert-butylphosphino)biphenyl(224311-51-7)1HNMR
2-(Di-tert-butylphosphino)biphenyl(224311-51-7)31PNMR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

2-(Di-tert-butylphosphino)biphenyl, 99%(224311-51-7)
[Alfa Aesar]

2-(Di-tert-butylphosphino)biphenyl, 99%(224311-51-7)
[Sigma Aldrich]

224311-51-7(sigmaaldrich)
[TCI AMERICA]

2-(Di-tert-butylphosphino)biphenyl,>98.0%(GC)(224311-51-7)
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