2-(Di-tert-butylphosphino)biphenyl
Reactions- Product Name
- 2-(Di-tert-butylphosphino)biphenyl
- CAS No.
- 224311-51-7
- Chemical Name
- 2-(Di-tert-butylphosphino)biphenyl
- Synonyms
- JohnPhos;ditert-butyl-(2-phenylphenyl)phosphane;2-(DI-T-BUTYLPHOSPHINO)BIPHENYL;(2-biphenyl)di-tert-butylphosphine;JnhnPhos;98% JohnPhos;JohnPhos 97%;2-(Di-t-butyL;CAS:224311-51-7;phosphino)biphenyL
- CBNumber
- CB1108350
- Molecular Formula
- C20H27P
- Formula Weight
- 298.4
- MOL File
- 224311-51-7.mol
2-(Di-tert-butylphosphino)biphenyl Property
- 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)
Safety
- 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
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H413May cause long lasting harmful effects to aquatic life
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
N-Bromosuccinimide Price
- Product number
- 638439
- Product name
- JohnPhos
- Purity
- 97%
- Packaging
- 1g
- Price
- $49.86
- Updated
- 2025/07/31
- Product number
- 638439
- Product name
- JohnPhos
- Purity
- 97%
- Packaging
- 5g
- Price
- $300
- Updated
- 2025/07/31
- Product number
- D3387
- Product name
- 2-(Di-tert-butylphosphino)biphenyl
- Purity
- >98.0%(GC)
- Packaging
- 1g
- Price
- $73
- Updated
- 2025/07/31
- Product number
- D3387
- Product name
- 2-(Di-tert-butylphosphino)biphenyl
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $301
- Updated
- 2025/07/31
- Product number
- 15-1045
- Product name
- 2-(Di-t-butylphosphino))-1,1'-biphenyl, 99% JohnPhos
- Packaging
- 500mg
- Price
- $29
- Updated
- 2024/03/01
2-(Di-tert-butylphosphino)biphenyl Chemical Properties,Usage,Production
Reactions
- Ligand used in the palladium-catalyzed synthesis of aromatic amines from aryl chlorides, bromides and triflates.
- Ligand employed in a very active and general catalyst for Suzuki coupling reactions using aryl chlorides, bromides and triflates.
- Ligand used in palladium-catalyzed synthesis of oxindoles from α-chloroacetanilides.
- Effective ligand used in palladium-catalyzed arylation of thiazoles.
- Used in the formation of 2-benzylindolines via sequential palladium-catalyzed N-arylation/cyclization/C-arylation.
- 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.
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
Synthesis
13716-10-4
2052-07-5
224311-51-7
Grignard reagent was prepared by adding 40 g of 2-bromobiphenyl, 5 g of magnesium shavings and 400 ml of anhydrous THF to a 1 L three-necked flask under nitrogen protection and refluxed for 2 hours. After the reaction mixture was cooled to room temperature, 2 g of tetrakis (triphenylphosphine) palladium was added and stirred for 30 minutes. Subsequently, 33 g of di-tert-butylphosphonium chloride was slowly added dropwise at room temperature and the reaction mixture was refluxed for 2 hours after completion of the dropwise addition. Upon completion of the reaction, the mixture was quenched by slow dropwise addition to 200 mL of saturated aqueous ammonium chloride solution under cooling in an ice water bath. The organic phase was separated, dissolved and crystallized by adding methanol, and filtered to give 49 g of white solid 2-(di-tert-butylphosphino)biphenyl in 95.7% yield.
References
[1] Patent: CN105859774, 2016, A. Location in patent: Paragraph 0062; 0063; 0064; 0065; 0066; 0067; 0068; 0069
[2] Journal of the American Chemical Society, 1999, vol. 121, # 41, p. 9550 - 9561
[3] Journal of the American Chemical Society, 1999, vol. 121, # 18, p. 4369 - 4378
2-(Di-tert-butylphosphino)biphenyl Preparation Products And Raw materials
Raw materials
Preparation Products
2-(Di-tert-butylphosphino)biphenyl Suppliers
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View Lastest Price from 2-(Di-tert-butylphosphino)biphenyl manufacturers
- Product
- 2-(Di-tert-butylphosphino)biphenyl 224311-51-7
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 20 mt
- Release date
- 2024-12-10
- Product
- 2-(Di-tert-butylphosphino)biphenyl 224311-51-7
- Price
- US $0.00/g
- Min. Order
- 1g
- Purity
- 99%；sales036@researchvip.com;18903931628;
- Supply Ability
- 100KG
- Release date
- 2024-11-23
- Product
- 2-(Di-tert-butylphosphino)biphenyl 224311-51-7
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 10000KGS
- Release date
- 2025-02-22