ChemicalBook > CAS DataBase List > 2-(Di-tert-butylphosphino)biphenyl

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

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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)

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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

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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.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 638439
Product name: JohnPhos
Purity: 97%
Packaging: 1g
Price: $49.86
Updated: 2025/07/31

Sigma-Aldrich

Product number: 638439
Product name: JohnPhos
Purity: 97%
Packaging: 5g
Price: $300
Updated: 2025/07/31

TCI Chemical

Product number: D3387
Product name: 2-(Di-tert-butylphosphino)biphenyl
Purity: >98.0%(GC)
Packaging: 1g
Price: $73
Updated: 2025/07/31

TCI Chemical

Product number: D3387
Product name: 2-(Di-tert-butylphosphino)biphenyl
Purity: >98.0%(GC)
Packaging: 5g
Price: $301
Updated: 2025/07/31

Strem Chemicals

Product number: 15-1045
Product name: 2-(Di-t-butylphosphino))-1,1'-biphenyl, 99% JohnPhos
Packaging: 500mg
Price: $29
Updated: 2024/03/01

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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

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View Lastest Price from 2-(Di-tert-butylphosphino)biphenyl manufacturers

Hebei Chuanghai Biotechnology Co., Ltd

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

Henan Research New Materials Co., Ltd.

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

Shaanxi Dideu New Materials Co. Ltd

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

224311-51-7, 2-(Di-tert-butylphosphino)biphenylRelated Search:

tert-Butanol Tri-tert-butylphosphine Biphenyl Tributylphosphine Di-tert-butyl peroxide Butylated Hydroxytoluene T-BUTYLPHOSPHINE Di-tert-butylphosphine TERT-BUTYLPHOSPHONIC ACID 2-(DI-T-BUTYLPHOSPHINO)-2'-METHYLBIPHENYL 2-DI-T-BUTYLPHOSPHINO-2'-(N,N-DIMETHYLAMINO)BIPHENYL (2-BIPHENYL)DI-TERT-BUTYLPHOSPHINE GOLD& RAC-2-(DI-T-BUTYLPHOSPHINO)-1,1'-BINAPHTHYL 2-DI-TERT-BUTYLPHOSPHINO-2',4',6'-TRIISOPROPYLBIPHENYL 2-DI-TERT-BUTYLPHOSPHINO-3,4,5,6-TETRAM& 2-(Di-tert-butylphosphino)biphenyl 2-(2'-DI-TERT-BUTYLPHOSPHINE)BIPHENYLPALLADIUM(II) ACETATE 2,2'-BIS(DI-TERT-BUTYLPHOSPHINO)BIPHENYL

(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)-

JohnPhos

2-(Di-tert-butylphosphino)-biphenyl, JohnPhos

(2-Biphenylyl)di-tert-butylphosphine, 2-(Di-tert-butylphosphino)biphenyl, JohnPhos

2-(Di-tert-butylphosphino)biphenyl,99%

(2-Biphenyl)di-tert-butylphosphine,(2-Biphenylyl)di-tert-butylphosphine, 2-(Di-tert-butylphosphino)biphenyl, JohnPhos

2-[Bis(tert-butyl)phosphino]biphenyl 98%

2-(Di-t-butylphosphino)-1,1'- biphenyl (Johnphos)

2-[Bis(tert-butyl)phosphino]biphenyl

98% JohnPhos

(2-Biphenylyl)di-tert-butylphosphine JohnPhos

2-(Di-tert-butylphosphino)biphenyl, 99% 500MG

2-(Di-tert-butylphosphiNA)biphenyl

2-(Di-t-butylphosphino)biphenyl, JohnPhos

[1,1'-biphenyl]-2-yldi-tert-butylphosphine

2-(Di-t-butylphosphino)biphenyl,98% JohnPhos

2-(Di-tert-butylphosphino)biph

2-(Di-tert-butylphosphino)biphenyl (2-Biphenyl)di-tert-butylphosphine

JnhnPhos

JohnPhos 97%

99% SynonyMs (2-Biphenyl)di-tert-butylphosphine

ditert-butyl-(2-phenylphenyl)phosphane

2-(Di-t-butylphosphino))-1,1'-biphenyl

2-(Di-t-butylphosphino))-1,1'-biphenyl, 99% JohnPhos

[1,1'-biphenyl]-2-yldi-tert-bu

2-(Di-t-butylphosphino)

2-(Di-tert-butylphosphino)biphenyl&gt

2-(Di-t-butyL

phosphino)biphenyL

2-(Di-tert-butylphosphino)-1,1'-biphenyl

1,1'-Biphenyl]-2-ylbis(1,1-dimethylethyl)phosphine

itert-butyl-(2-phenylphenyl)phosphane

[1,1'-Biphenyl]-2-ylbis(1,1-dimethylethyl)phosphine

2- (di tert butyl phosphine) biphenyl

1,1'-biphenyl]-2-yldi-tert-butylphosphine

Pyridaben Impurity 2

CAS:224311-51-7

224311-51-7

C20H27P

C6H5C6H4PCCH332

Buchwald Ligands

Catalysis and Inorganic Chemistry

Phosphorus Compounds

Achiral Phosphine

Aryl Phosphine

Buchwald Ligands Series

Buchwald Ligands&Precatalysts

organophosphine ligand

Ligand

Benzene derivatives

Phosphines