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1,2-BIS(DIPHENYLPHOSPHINO)BENZENE

Base Information
  • Chemical Name:1,2-BIS(DIPHENYLPHOSPHINO)BENZENE
  • CAS No.:13991-08-7
  • Molecular Formula:C30H24P2
  • Molecular Weight:446.468
  • Hs Code.:29319090
  • Mol file:13991-08-7.mol
1,2-BIS(DIPHENYLPHOSPHINO)BENZENE

Synonyms:Phosphine,1,2-phenylenebis[diphenyl- (9CI);Phosphine, o-phenylenebis[diphenyl-(6CI,8CI);1,2-Bis(diphenylphosphanyl)benzene;1,2-Bis(diphenylphosphino)benzene;o-Bis(diphenylphosphino)benzene;o-Phenylenebis[diphenylphosphine];

Suppliers and Price of 1,2-BIS(DIPHENYLPHOSPHINO)BENZENE
Supply Marketing:
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • TRC
  • 1,2-Bis(diphenylphosphino)benzene
  • 10mg
  • $ 45.00
  • TCI Chemical
  • 1,2-Bis(diphenylphosphino)benzene >98.0%(GC)
  • 1g
  • $ 85.00
  • TCI Chemical
  • 1,2-Bis(diphenylphosphino)benzene >98.0%(GC)
  • 5g
  • $ 254.00
  • Strem Chemicals
  • 1,2-Bis(diphenylphosphino)benzene, 98%
  • 5g
  • $ 273.00
  • Strem Chemicals
  • 1,2-Bis(diphenylphosphino)benzene, 98%
  • 1g
  • $ 68.00
  • Sigma-Aldrich
  • 1,2-Bis(diphenylphosphino)benzene 97%
  • 1g
  • $ 73.40
  • Crysdot
  • 1,2-Bis(diphenylphosphino)benzene 97%
  • 10g
  • $ 160.00
  • Crysdot
  • 1,2-Bis(diphenylphosphino)benzene 97%
  • 100g
  • $ 960.00
  • Crysdot
  • 1,2-Bis(diphenylphosphino)benzene 97%
  • 25g
  • $ 320.00
  • ChemSupplyAustralia
  • 1,2-Bis(diphenylphosphino)benzene, 98%
  • 1 g
  • $ 52.80
Total 59 raw suppliers
Chemical Property of 1,2-BIS(DIPHENYLPHOSPHINO)BENZENE
Chemical Property:
  • Appearance/Colour:white to light yellow crystal powde 
  • Vapor Pressure:0mmHg at 25°C 
  • Melting Point:184-189 °C 
  • Boiling Point:546.942 °C at 760 mmHg 
  • Flash Point:302.787 °C 
  • PSA:27.18000 
  • LogP:5.20300 
  • Storage Temp.:Inert atmosphere,Room Temperature 
  • Sensitive.:Air Sensitive 
  • Water Solubility.:Insoluble in water. 
Purity/Quality:

98% *data from raw suppliers

1,2-Bis(diphenylphosphino)benzene *data from reagent suppliers

Safty Information:
  • Pictogram(s):  
  • Hazard Codes: 
  • Statements: 36/37/38 
  • Safety Statements: 24/25 
MSDS Files:

SDS file from LookChem

Useful:
  • General Description 1,2-BIS(DIPHENYLPHOSPHINO)BENZENE (dppbz) is a versatile bidentate phosphine ligand that enhances catalytic activity in transition metal-catalyzed reactions, such as nickel-catalyzed C-H alkynylation of azoles and iron-catalyzed fluoroaromatic couplings. It stabilizes metal complexes, improves selectivity, and suppresses undesired side reactions, making it valuable in cross-coupling methodologies for synthesizing complex organic structures.
Technology Process of 1,2-BIS(DIPHENYLPHOSPHINO)BENZENE

There total 27 articles about 1,2-BIS(DIPHENYLPHOSPHINO)BENZENE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:
Guidance literature:
acetonitrile; diphenylphosphane; With sodium; In tetrahydrofuran; for 4h;
ortho-difluorobenzene; In tetrahydrofuran; at -20 - 20 ℃; for 25h;
DOI:10.1016/j.poly.2021.115085
Guidance literature:
With hexylsilane; trifluorormethanesulfonic acid; In 1,4-dioxane; at 70 ℃; for 24h; chemoselective reaction; Inert atmosphere; Sealed tube;
DOI:10.1002/adsc.201500762
Refernces

Nickel-catalyzed direct alkynylation of azoles with alkynyl bromides

10.1021/ol901684h

The research explores an efficient method for the direct C-H alkynylation of azoles using alkynyl bromides in the presence of a nickel-based catalyst system. The study investigates the effects of various ligands, solvents, and reaction conditions to optimize the yield of the alkynylation products. Key chemicals involved include benzoxazole and various alkynyl bromides such as (bromoethynyl)benzene, which serve as the substrates. The nickel catalysts, specifically Ni(cod)2 and Ni(acac)2, play crucial roles in facilitating the reaction, with the addition of ligands like 1,2-bis(diphenylphosphino)benzene (dppbz) significantly enhancing the catalytic activity. Lithium tert-butoxide (LiO-t-Bu) is used as a base to deprotonate the azoles, generating heteroaryllithium intermediates essential for the transmetalation step. In some cases, a catalytic amount of CuI is added to further accelerate the reaction, suggesting the possible formation of heteroarylcopper species that facilitate the coupling process. The optimized conditions enable the introduction of a wide range of alkynyl groups bearing different substituents to the azole cores, demonstrating the synthetic utility of this transformation for creating complex molecular structures.

Iron-catalysed fluoroaromatic coupling reactions under catalytic modulation with 1,2-bis(diphenylphosphino)benzene

10.1039/b820879d

1,2-bis(diphenylphosphino)benzene (DPPBz) is a key ligand used to modulate the iron-catalyzed cross-coupling reactions between polyfluorinated arylzinc reagents and alkyl halides. DPPBz plays a crucial role in enhancing the reactivity and selectivity of the iron catalyst. Specifically, it suppresses undesired side reactions such as C-F bond cleavage and E2-elimination, which are common issues in conventional iron-catalyzed cross-coupling reactions involving polyfluorinated aryl metals. By using a catalytic amount of DPPBz, the researchers achieved high yields of the desired coupling products (up to 93%) and minimized the formation of by-products. The ligand's ability to form a stable complex with iron is believed to create a catalytically active species that facilitates the selective cleavage of sp3-carbon–halogen bonds. This selective iron-catalyzed fluoroaromatic coupling provides an efficient and practical method for synthesizing polyfluorinated aromatic compounds, highlighting DPPBz as a vital component in this innovative synthetic approach.

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