1079-65-8

Basic information

• Product Name: Bromodiphenylphosphine 96%
• Synonyms: Bromodiphenylphosphine 96%;BroModiphenylphosphine
• CAS NO: 1079-65-8
• Molecular Formula: C₁₂H₁₀BrP
• Molecular Weight: 265
• Mol File: 1079-65-8.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 326.2°C at 760 mmHg
• Flash Point: 100℃
• Appearance: /
• Density: 1.40 g/mL at 25 °C
• Vapor Pressure: 0.000415mmHg at 25°C
• CAS DataBase Reference: Bromodiphenylphosphine 96%(CAS DataBase Reference)
• NIST Chemistry Reference: Bromodiphenylphosphine 96%(1079-65-8)
• EPA Substance Registry System: Bromodiphenylphosphine 96%(1079-65-8)

Safety Data

• Hazard Codes: F,C
• Statements: 14-34
• Safety Statements: 26-36/37/39-43-45
• RIDADR: UN 3129 8(4.3) / PGII
• WGK Germany: 3
• Hazardous Substances Data: 1079-65-8(Hazardous Substances Data)

Usage

General Description

Bromodiphenylphosphine 96% is a chemical compound with the molecular formula C12H10BrP. It is a highly pure form of the compound, with a concentration of 96%. Bromodiphenylphosphine is commonly used as a ligand in organometallic chemistry and catalysis. It can serve as a stabilizing agent for metal complexes, and is also utilized in the synthesis of organic compounds. The bromine atom in the molecule makes it a useful reagent in various chemical reactions, and its high purity ensures consistent and reliable performance in laboratory and industrial applications.

InChI:InChI=1/C12H10BrP/c13-14(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H

Upstream product

• 108-86-1 bromobenzene 
• 2096-83-5 tetraphenyldiphosphine oxide 
• 587-85-9 diphenylmercury(II) 
• 128-08-5 N-Bromosuccinimide 
• 1101-41-3 Tetraphenyldiphosphin 
• 644-97-3 Dichlorophenylphosphine 
• 17154-34-6 (trimethylsilyl)diphenylphosphine 
• 1079-66-9 chloro-diphenylphosphine 

Downstream Products

• 6840-01-3 (dimethylamino)(diphenyl)phosphine 
• 2959-74-2 benzyldiphenylphosphine oxide 
• 74008-50-7 ((C₆H₅)2PBr)SnBr₄ 
• 74008-49-4 ((C₆H₅)2PBr)2SnBr₄ 
• 1227186-20-0 C₁₇H₁₇N₂PS 
• 1253395-46-8 3-(diphenylphosphino)-1-methyl-2-phenyl-1H-imidazol-3-ium bromide 
• 144262-81-7 2,5-bis(diphenylphosphino)-1-methylpyrrole 

Relevant articles and documents

Synthesis, crystal structures, and quantum chemical calculations of Novel Phosphonium Salt-1,5-diphospha-3-phosphonia-tricyclo pentane cations

This work deals with reactions between the kinetically stable 2-tert-butyl-1λ3-phospha-alkyne, tBu-C[tbnd]P, and various halodiorganylphosphines (X = Cl, Br). The isolated ionic salts with the 2,4-di-tert-butyl-3,3-diorganyl-1λ3,5λ3-diphospha-3-phosphonia-tricyclo[2.1.0.02,5]pentane cations, [R2C2tBu2P3]⊕ (R = ethyl, isopropyl, methyl, phenyl), were characterized by spectroscopic methods; additionally, the results of X-ray structure analyses were confirmed by quantum chemical calculations with Gaussian 03 program which were performed on the hydrogen substituted phosphonium and phosphenium cations in order to ascertain optimized structural data and relative energies for different isomers. As for the phosphonium cation ([H2P(CH)2P2]⊕) generated from our work the conventional trigonal bipyramidal framework of point group C2v represents the absolute minimum on the potential energy surface. To our surprise this situation is followed by a second one which has to be attributed to the so-called housene structure of point group C1 showing a somewhat higher energy value + 77.9 kJ/mol. Quite a reverse situation is encountered for the phosphenium cation [P(CH)2P2]⊕. Here the pseudo square-based pyramidal nido structure of point group C2v known from Russell's tetrachloroaluminate(III) compound is found to be the only minimum on the potential energy surface. A phosphenium cation with a trigonal bipyramidal framework of point group C2v is higher in energy by only 35.7 kJ/mol, but due to one imaginary frequency it has to be considered the structure of a transition state. The opened housene structure corresponds neither to a minimum nor to a saddle point on the potential energy surface. In the pseudo square-based pyramidal nido structure (point group C2v) of the phosphenium cation [P(CH)2P2]⊕ the s-orbital and all p-orbitals of the apical four-coordinate phosphorus atom are used to form two P–C and two P–P bonds. Further addition of two hydrogen atoms to entail the phosphonium cation [H2P(CH)2P2]⊕ of point group symmetry C2 not only increases the coordination number of the apical phosphorus atom to six but also requires two electrons and two orbitals for P–H bonding. These are no longer available to the bonding system within the nido structure; as a consequence, its energy increases to +246.6 kJ/mol and the cation rearranges to give the conventional structure of ours.

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Bromine Cation Initiated vic -Diphosphination of Styrenes with Diphosphines under Photoredox Catalysis

An N -bromosuccinimide (NBS)-initiated vic -diphosphination of styrenes with diphosphines proceeds under visible-light-promoted Ir(ppy) 3 photoredox catalysis to deliver the corresponding 1,2-diphosphinoethane derivatives in good yields. The NBS is a bromine cation source and generates a bromophosphine, which undergoes a single-electron reduction by the excited iridium species to form phosphinyl radicals of key species in the diphoshination reaction. The newly developed photoredox catalysis demonstrates better reaction efficiency, functional group compatibility, and scalability than the previous photocatalysis using N -fluorobenzenesulfonimide (NFSI) and silylphosphine.

Stabilization of (Halogenoacetyl)organylphenylphosphanes - Crystal Structure of Br(OC)4Mn

The very reactive bromo- and chloroacetylorganylphenylphosphanes X1X2X3CC(O)PRPh (1ax-dx, 1ay, by) are stabilized with BrMn(CO)5 (2) with formation of the complexes Br(OC)4Mn1X2X3> (3ax-dx, 3ay, by) and characterized in this way by their mass, IR and NMR spectra.According to an X-ray structural analysis 3dx crystallizes in the monoclinic space group P21/n with Z = 4.In the IR spectra of 3ax-cx and 3ay, by appear more than the expected four CO absorptions indicating the presence of rotamers.Reductive cyclization of Br(OC)4Mn (3by) with activated magnesium results in the formation of the cyclobutanone derivative (4).