23176-18-3

Basic information

• Product Name: BIS(DIPHENYLPHOSPHINO)METHANE MONOOXIDE
• Synonyms: BIS(DIPHENYLPHOSPHINO)METHANE MONOOXIDE;BIS(DIPHENYLPHOSPHINE)METHANE MONOOXIDE;DIPHENYLPHOSPHINOMETHYLDIPHENYLPHOSPHINE OXIDE;Bis(diphenylphosphino)methanemonooxide,min.97%;bis(diphenylphosphinomethyldiphenylphosphine oxide;Bis(diphenylphosphino)methane monooxide, min. 97%;(Diphenylphosphino)(diphenylphosphinyl)methane;Diphenyl(diphenylphosphinomethyl)phosphine oxide
• CAS NO: 23176-18-3
• Molecular Formula: C₂₅H₂₂OP₂
• Molecular Weight: 400.39
• Product Categories: organophosphine ligand
• Mol File: 23176-18-3.mol
• Article Data: 16

Chemical Properties

• Melting Point: 187-191 °C(lit.)
• Boiling Point: 517.1 °C at 760 mmHg
• Flash Point: 266.6 °C
• Appearance: /
• Density: g/cm³
• Vapor Pressure: 2.75E-10mmHg at 25°C
• CAS DataBase Reference: BIS(DIPHENYLPHOSPHINO)METHANE MONOOXIDE(CAS DataBase Reference)
• NIST Chemistry Reference: BIS(DIPHENYLPHOSPHINO)METHANE MONOOXIDE(23176-18-3)
• EPA Substance Registry System: BIS(DIPHENYLPHOSPHINO)METHANE MONOOXIDE(23176-18-3)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 23176-18-3(Hazardous Substances Data)

Usage

General Description

BIS(DIPHENYLPHOSPHINO)METHANE MONOOXIDE is a chemical compound with the molecular formula C25H22OP. It is a phosphine oxide compound that is commonly used as a ligand in coordination chemistry. BIS(DIPHENYLPHOSPHINO)METHANE MONOOXIDE has a unique structure that allows it to effectively bind to metal ions and facilitate various chemical reactions. BIS(DIPHENYLPHOSPHINO)METHANE MONOOXIDE is commonly employed in organometallic chemistry and catalysis, where it acts as a stabilizing agent for metal complexes and enhances their reactivity. It is also used in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.

InChI:InChI=1/C25H22OP2/c26-28(24-17-9-3-10-18-24,25-19-11-4-12-20-25)21-27(22-13-5-1-6-14-22)23-15-7-2-8-16-23/h1-20H,21H2

Upstream product

• 1079-66-9 chloro-diphenylphosphine 
• 2129-89-7 diphenyl(methyl)phosphine oxide 
• 2071-20-7 bis-diphenylphosphinomethane 
• 696-28-6 dichlorophenylarsine 
• 4451-96-1 diphenyl(trimethylsilylmethyl)phosphane 
• 64-18-6 formic acid 
• 829-85-6 diphenylphosphane 
• 116467-64-2 N-Trimethylsilyl 
• 67-56-1 methanol 
• 2071-21-8 bis(diphenylphosphoryl)methane 

Downstream Products

• 1707-03-5 diphenyl-phosphinic acid 
• 13454-67-6 [(E)-2-(2-Methoxy-phenyl)-vinyl]-diphenyl-phosphane 
• 94394-65-7 4-((E)-2-Diphenylphosphanyl-vinyl)-benzonitrile 
• 326882-81-9 C₃₂H₂₉NOP₂ 
• 326882-79-5 N-phenyl-P,P-diphenyl-P-(diphenylphosphinoyl)methyl-λ⁵-phosphazene 
• 155941-41-6 {Cr(CO)5((C₆H₅)2PCH₂PO(C₆H₅)2)} 
• 155941-52-9 {IrCl(C₈H₁₂)((C₆H₅)2PCH₂PO(C₆H₅)2)} 
• 113377-86-9 PdCl₂((C₆H₅)2PCH₂P(O)(C₆H₅)2)2 
• 859754-11-3 tcc-[RuCl2(η(2)-dppmO)2] (t=Cl) 
• 155961-99-2 {Rh(C₈H₁₂)((C₆H₅)2PCH₂PO(C₆H₅)2)}⁽¹⁺⁾*PF₆^(1-)={Rh(C₈H₁₂)((C₆H₅)2PCH₂PO(C₆H₅)2)}PF₆ 
• 94394-54-4 1-[(E)-2-(Diphenyl-phosphinothioyl)-vinyl]-2-methoxy-benzene 
• 94394-56-6 (E)-diphenyl(2-(thiophen-2-yl)vinyl)phosphine sulfide 
• 94394-55-5 C₂₂H₁₉PS 
• 94394-57-7 (E)-diphenyl(2-(pyridin-2-yl)vinyl)phosphine sulfide 

Relevant articles and documents

Diastereoselective Rhodium Catalyzed [4 + 2] Cycloisomerization of Allenes

A diastereoselective [4 + 2] cycloisomerization of asymmetric allenyl dienes is reported. The asymmetric dienyl allenes are synthesized using the method reported by Ma. These substrates readily undergo diastereoselective intramolecular rhodium catalyzed [4 + 2] cycloisomerization analogous to thermal intramolecular Diels-Alder reactions. Overall, 29 examples are presented with tethers possessing nitrogen, oxygen, and carbon. Diastereoselectivities range from 99:1 to 90:10 in most examples.

Rearrangement and redistribution reaction of Ph2PCH2TMS with PhAsCl2 or AsCl3

The attempted synthesis of bis(diphenylphosphinomethyl) phenylarsane and tris(diphenylphosphinomethyl) arsane through condensation of chloro arsanes and diphenyl (trimethylsilylmethyl) phosphane yielded a number of side products originating from migratory and redox-reactions in addition to the targeted ligands. An unexpected, 1,3,4-phosphadiarssolan-1-ium salt was obtained and crystallographically characterized as an A-shaped chlorido adduct.

Intramolecular stabilization of the phosphine radical cation by the second phosphorus atom during the photooxidation of diphosphines:31P NMR spectroscopic analysis

Diphosphines, Ph2P(CH2)nPPh2 1 (n = 1, 2, 3, 4, and 6), were photolyzed by a xenon lamp in air. The 31P NMR spectroscopic analysis of the reaction showed that 1 is oxidized, according to first-order kinetics, to the monoxide, which is further oxidized to the dioxide. The dependence of the rate constants for the first oxidation on the chain-length n in 1 is interpreted in terms of the orientation of the p-orbitals on the two phosphorus atoms in the intermediate, the diphosphine radical cation.