13991-08-7

Basic information

• Product Name: 1,2-BIS(DIPHENYLPHOSPHINO)BENZENE
• Synonyms: 1,2-BIS(DIPHENYLPHOSPHINO)BENZENE;1,2-Bis(diphenylphosphino)benzene,98%;1,2-BIS(DIPHENYLPHOSPHINO)BENZENE 98%;1,2-Bis(diphenylphosphanyl)benzene;dppbe;dppben;dppbenz;dppBz
• CAS NO: 13991-08-7
• Molecular Formula: C₃₀H₂₄P₂
• Molecular Weight: 446.46
• Product Categories: Ligand;Catalysis and Inorganic Chemistry;Phosphorus Compounds;Polydentate Phosphine Ligands;organophosphine ligand;Achiral Phosphine;Aryl Phosphine
• Mol File: 13991-08-7.mol
• Article Data: 21

Chemical Properties

• Melting Point: 184-189 °C
• Boiling Point: 546.942 °C at 760 mmHg
• Flash Point: 302.787 °C
• Appearance: White/Fine Crystalline Powder
• Vapor Pressure: 0mmHg at 25°C
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility: Insoluble in water.
• Sensitive: Air Sensitive
• CAS DataBase Reference: 1,2-BIS(DIPHENYLPHOSPHINO)BENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-BIS(DIPHENYLPHOSPHINO)BENZENE(13991-08-7)
• EPA Substance Registry System: 1,2-BIS(DIPHENYLPHOSPHINO)BENZENE(13991-08-7)

Safety Data

• Statements: 36/37/38
• Safety Statements: 24/25
• WGK Germany: 3
• TSCA: No
• Hazardous Substances Data: 13991-08-7(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow crystal powde

Uses

1,2-Bis(diphenylphosphino)benzene (DPPB) can be used:As a chelating ligand in the synthesis of luminescent copper(I) halide complexes.In the synthesis of copper-1,2-bis(diphenylphosphino)benzene catalyst which is used for the β-boration of α, β-unsaturated amide.As an alternative to TMEDA for the selective cleavage of sp3 C-X bond in fluoroaromatic coupling reactions catalyzed by iron.As a ligand in the synthesis of alkenylboronates from acetylenic esters.To synthesize copper-diphosphine complexes which are used as homogeneous catalysts for N-formylation of a wide range of amines.

InChI:InChI=1/C30H24P2/c1-5-15-25(16-6-1)31(26-17-7-2-8-18-26)29-23-13-14-24-30(29)32(27-19-9-3-10-20-27)28-21-11-4-12-22-28/h1-24H

Upstream product

• 95-50-1 1,2-dichloro-benzene 
• 829-85-6 diphenylphosphane 
• 603-35-0 triphenylphosphine 
• 35035-62-2 diphenyl (2‐chlorophenyl) phosphine 
• 71-43-2 benzene 
• 367-11-3 ortho-difluorobenzene 
• 75-05-8 acetonitrile 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 1101-41-3 Tetraphenyldiphosphin 
• 624-31-7 4-tolyl iodide 
• 15475-27-1 potassium diphenylphosphine 
• 97106-61-1 diphenyl(2-(trimethylstannyl)phenyl)phosphane 
• 1079-66-9 chloro-diphenylphosphine 
• 1213-51-0 (trimethylstannyl)diphenylphosphine 

Downstream Products

• 138996-87-9 1-(diphenylphosphino)-2-(phenylphosphino)benzene 
• 829-85-6 diphenylphosphane 
• 88682-34-2 2,3-dihydro-1,1,3,3-tetraphenyl-1,3-diphosphoniaindene dibromide 
• 280584-93-2 Pd(o-bis(diphenylphosphino)benzene)(OCOMe)2 
• 610320-08-6 chloro(1,2-bis(diphenylphosphino)benzene)(η5-cyclopentadienyl)ruthenium(II) 
• 203911-98-2 [(1,2-bis(diphenylphosphanyl)benzene)GaBr₂](GaBr₄) 
• 88689-90-1 <2-(diphenylphosphino)phenyl>methyldiphenylphosphonium iodide 
• 168205-74-1 (C₆H₅)2C₆H₄P(C₆H₅)2PNSi(CH₃)3 
• 85318-49-6 bis(1,2-bis(diphenylphosphino)benzene)palladium 

Relevant articles and documents

Coordination and extraction properties of 1,2-bis(diphenylphosphoryl)-benzene toward f-block element nitrates: Structural, spectroscopic and DFT characterization of the complexes

Reaction of 1,2-bis(diphenylpsphoryl)benzene 1,2-[Ph2(O)P]2C6H4 (L) with f-element nitrates resulted in 1:1 and 1:2 complexes. The isolated complexes, namely, [UO2(L)(NO3)2]·MeCN

Elusive Phosphine Copper(I) Boryl Complexes: Synthesis, Structures, and Reactivity

We report the first isolation of phosphine copper boryl complexes - species pivotal to numerous copper-catalyzed borylation reactions. The reaction of diboron(4) derivatives with copper tert-butoxide complexes of phosphine ligands allows the isolation of the dimeric μ-boryl-bridged Cu(I) complexes [(iPr3P)Cu-Bdmab]2 (4) and [(C6H4(Ph2P)2)Cu-Bpin]2 (6) with Cu···Cu distances of 2.24-2.27 ? (dmab = (NMe)2C6H4, pin = (OCMe2)2)). A slightly more sterically demanding boryl ligand furnishes the unprecedented multinuclear copper boryl complex [(iPr3P)2Cu8(B(iPrEn))3(OtBu)3] (5), a potential intermediate of the decomposition of an initial Cu(I) boryl complex (iPrEn = (NiPr)2C2H4). All complexes were characterized by single-crystal X-ray diffraction, NMR spectroscopy, and elemental analysis. DFT computations support the nature of these unique complexes and give insight into their electronic structures.

Ortho-Trialkylstannyl Arylphosphanes by C-P and C-Sn Bond Formation in Arynes

A novel and efficient approach to ortho-trialkylstannyl arylphosphanes by the reaction of arynes generated in situ with stannylated phosphanes (R3Sn-PR2) is described. Concurrent C-P and C-Sn bond formation occurs with high yields, and stannylated products are easily transformed into valuable ortho-substituted arylphosphanes. The reaction features high efficiency, good regioselectivity, and excellent practicality.