803-17-8

Basic information

• Product Name: tris(4-methoxyphenyl)phosphane oxide
• Synonyms: phosphorane, tris(4-methoxyphenyl)-, oxide; Tris(4-methoxyphenyl)phosphine oxide
• CAS NO: 803-17-8
• Molecular Formula: C₂₁H₂₁O₄P
• Molecular Weight: 368.3628
• Mol File: 803-17-8.mol

Chemical Properties

• Boiling Point: 549.4°C at 760 mmHg
• Flash Point: 299°C
• Density: 1.22g/cm³
• Vapor Pressure: 1.46E-11mmHg at 25°C
• Refractive Index: 1.591
• CAS DataBase Reference: tris(4-methoxyphenyl)phosphane oxide(CAS DataBase Reference)
• NIST Chemistry Reference: tris(4-methoxyphenyl)phosphane oxide(803-17-8)
• EPA Substance Registry System: tris(4-methoxyphenyl)phosphane oxide(803-17-8)

Safety Data

• Hazardous Substances Data: 803-17-8(Hazardous Substances Data)

Usage

Uses

Used in Coordination Chemistry:
Tris(4-methoxyphenyl)phosphane oxide is used as a ligand for forming complexes with various metals. Its phosphorus-containing structure allows it to coordinate with metal ions, facilitating the study of metal complexes and their properties.
Used in Organic Synthesis:
As a reagent in organic synthesis, tris(4-methoxyphenyl)phosphane oxide is employed to facilitate various chemical reactions, such as the formation of carbon-carbon or carbon-heteroatom bonds. Its ability to participate in reactions as a ligand or a reagent makes it a valuable tool in the synthesis of complex organic molecules.
Used in Catalysis:
Tris(4-methoxyphenyl)phosphane oxide has been studied for its potential applications in catalysis. Its ability to form complexes with metals and participate in various chemical reactions makes it a promising candidate for the development of new catalytic systems, which can improve the efficiency and selectivity of chemical processes.
Used in Materials Science:
In the field of materials science, tris(4-methoxyphenyl)phosphane oxide may be utilized in the development of new materials with unique properties. Its ability to form complexes with metals and participate in various chemical reactions could contribute to the creation of materials with enhanced performance characteristics, such as improved conductivity, stability, or catalytic activity.
Used in Biotechnology:
Although its specific uses in biotechnology are not well-established, tris(4-methoxyphenyl)phosphane oxide has been investigated for its potential biological activities. Its phosphorus-containing structure and ability to form complexes with metals may offer opportunities for the development of new biotechnological applications, such as the design of novel bioactive compounds or the improvement of existing ones.

Upstream product

• 855-38-9 P(p-CH₃OC₆H₄)3 
• 15676-96-7 Tris-(4-methoxy-phenyl)-ethoxy-carbonylmethylenphosphoran 
• 35856-82-7 3,3,4,4-tetramethyl-1,2-dioxetane 
• 14180-55-3 tris-p-methoxyphenylphosphine sulphide 
• 73116-90-2 2,2,2-Tris-(4-methoxy-phenyl)-4,4,5,5-tetramethyl-2λ⁵-[1,3,2]dioxaphospholane 
• 3400-27-9 2-methyl-3-p-nitrophenyloxaziridine 
• 7175-54-4 cumyl peroxy radical 
• 15676-95-6 Tris-(4-methoxy-phenyl)-ethoxycarbonyl-methylen-phosphoran-hydrobromid 
• 152386-96-4 oxotrimesityliridium(V) 
• 760-21-4 2-ethyl-1-butene 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 15754-51-5 bis(4-methoxyphenyl)phosphine oxide 

Downstream Products

• 797-71-7 Tris(4-hydroxyphenyl)phosphine oxide 
• 123963-76-8 tris<4-(propargyloxy)phenyl>phosphine oxide 
• 84190-65-8 [Rh(CO)(OP(CH₃OC₆H₄)3)(P(C₆H₅)3)2]⁽¹⁺⁾*ClO₄^(1-)=[Rh(CO)(OP(CH₃OC₆H₄)3)(P(C₆H₅)3)2]ClO₄ 
• 84190-89-6 [Rh((CHCHC₂H₄)2)(OP(CH₃OC₆H₄)3)2]⁽¹⁺⁾*ClO₄^(1-)=[Rh((CHCHC₂H₄)2)(OP(CH₃OC₆H₄)3)2]ClO₄ 
• 1319713-10-4 C₂₁H₂₁ClO₃P⁽¹⁺⁾*Cl^(1-) 
• 855-38-9 P(p-CH₃OC₆H₄)3 
• 1449430-73-2 (E)-[2-(1,2-diphenylethenyl)-4-methoxyphenyl]bis(4-methoxyphenyl)phosphine oxide 
• 15754-51-5 bis(4-methoxyphenyl)phosphine oxide 
• 1458617-90-7 tris[(4-aminophenoxy)phenyl]phosphine oxide 
• 1458617-89-4 tris[(4-nitrophenoxy)phenyl]phosphine oxide 

Relevant articles and documents

Photoinduced Dearomatizing Three-Component Coupling of Arylphosphines, Alkenes, and Water

A unique photoinduced reaction that couples a triarylphosphine, an alkene, and water to produce 2-(cyclohexa-2,5-dienyl)ethylphosphine oxide is reported herein. The alkene inserts into a C(aryl)?P bond of the arylphosphine, the aryl ring is dearomatized into the cyclohexadienyl ring, and the phosphorus is oxidized. The three components are all readily available, and their intermolecular coupling significantly increases molecular complexity. The products formed are applicable to the Wittig olefination.

The Trityl-Cation Mediated Phosphine Oxides Reduction

Reduction of phosphine oxides into the corresponding phosphines using PhSiH3 as a reducing agent and Ph3C+[B(C6F5)4]? as an initiator is described. The process is highly efficient, reducing a broad range of secondary and tertiary alkyl and arylphosphines, bearing various functional groups in generally good yields. The reaction is believed to proceed through the generation of a silyl cation, which reaction with the phosphine oxide provides a phosphonium salt, further reduced by the silane to afford the desired phosphine along with siloxanes. (Figure presented.).

Self-assembly of Amphiphilic Porphyrins To Construct Nanoparticles for Highly Efficient Photodynamic Therapy

Hydrophobic photosensitizers greatly affect cell permeability and enrichment in tumors, but they cannot be used directly for clinical applications because they always aggregate in water, preventing their circulation in the blood and accumulation in tumor

Microwave assisted P–C coupling reactions without directly added P-ligands

Our group introduced a green protocol for the Pd(OAc)2- or NiCl2-catalyzed P–C coupling reaction of aryl halides and various > P(O)H-compounds under MW conditions without directly added P-ligands. The reactivity of a few aryl derivatives in the Pd(OAc)2-catalyzed Hirao reaction was also studied. An induction period was observed in the reaction of bromobenzene and diphenylphosphine oxide. Finally, the less known copper(I)-promoted P–C coupling reactions were investigated experimentally. The mechanism was explored by quantum chemical calculations.

Synthesis of Azaylide-Based Amphiphiles by the Staudinger Reaction

Catalyst- and reagent-free reactions are powerful tools creating various functional molecules and materials. However, such chemical bonds are usually hydrolysable or require specific functional groups, which limits their use in aqueous media. Herein, we report the development of new amphiphiles through the Staudinger reaction. Simple mixing of chlorinated aryl azide with a hydrophilic moiety and various triarylphosphines (PAr3) gave rise to azaylide-based amphiphiles NPAr3, rapidly and quantitatively. The obtained NPAr3 formed ca. 2 nm-sized spherical aggregates (NPAr3)n in water. The hydrolysis of NPAr3 was significantly suppressed as compared with those of non-chlorinated amphiphiles nNPAr3. Computational studies revealed that the stability is mainly governed by the decrease in LUMO around the phosphorus atom owing to the o-substituted halogen groups. Furthermore, hydrophobic dyes such as Nile red and BODIPY were encapsulated by the spherical aggregates (NPAr3)n in water.

Molecular Vises for Precisely Positioning Ligands near Catalytic Metal Centers in Metal-Organic Frameworks

We report the construction of a molecular vise by pairing a tritopic phenylphosphorus(III) linker and a monotopic linker in opposite positions within a metal-organic framework. The angle between these linkers at metal sites is fixed upon changing the functionality in the monotopic linker, while the distance between them is precisely tuned. This distance within the molecular vise is accurately measured by 1H-31P solid-state nuclear magnetic resonance spectroscopy. This unveils the impact of the distance on catalytic performance without interference from electrostatic effects or changes in the angle of the ligand, which is unprecedented in classic organometallic complexes.

Preparation method of high-reproducibility tris(4-carboxybiphenyl)phosphine

The invention relates to the technical field of organic methodology, and relates to a preparation method of high-reproducibility tris(4-carboxybiphenyl)phosphine. The preparation method comprises thefollowing steps: reacting a hydroxyl-substituted phosphorus precursor with p-toluenesulfonyl chloride to form a compound, and carrying out a Suzuki coupling reaction on the compound to obtain anmethylester compound of a pentavalent phosphorus ligand; and carrying out chlorosilane reduction and hydrolysis to obtain the high-purity tris(4-carboxylbiphenyl)phosphine. The preparation method of tris(4-carboxyl biphenyl)phosphine has high reproducibility, and avoids using of butyl lithium and other high-risk organic reagents to synthesize brominated precursors. The preparation method of tris(4-carboxyl biphenyl)phosphine is high in yield and suitable for large-scale production.

Air-stable phosphine organocatalysts for the hydroarsination reaction

Readily-available triarylphosphines are explored as organocatalysts for the hydroarsination reaction. When compared to transition metal catalysis, phosphine organocatalysis greatly improved solvent compatibility of the hydroarsination of nitrostyrenes. Upon complete conversion, arsine products were isolated in up to 99% yield while up to 48% of the phosphine catalyst was still active. A mechanism was proposed and structure-activity analysis regarding catalyst activity concluded that sterically-bulkier catalysts were effective at minimizing catalyst deactivation.

Organic long afterglow material with photoactivation characteristic as well as preparation method and application thereof

The invention discloses an organic long afterglow material with photoactivation characteristic, and a preparation method and application thereof. The chemical structure of the material has a general formula; and R in the formula is H, F, OCH3. According to the invention, the series of compounds are prepared by taking a triphenylphosphine oxide derivative as a research object and connecting different substituents to three benzene ring para-positions of triphenylphosphine oxide. after controlling of the ultraviolet irradiation time, the phosphorescence service life and the intensity of the series of materials are obviously improved. And in combination with different dynamic adjustability, multiple information encryption applications are realized.

Molecular tweezers based on trivalent phosphine, preparation method of molecular tweezers, metal-molecular tweezers catalyst, and preparation method and application of metal-molecular tweezers catalyst

The invention relates to the technical field of inorganic-metal organic crossing and relates to the technical field of molecular tweezers, in particular to molecular tweezers based on trivalent phosphine, a preparation method of the molecular tweezers, a metal-molecular tweezer catalyst, a preparation method of the metal-molecular tweezer catalyst and an application of the metal-molecular tweezercatalyst, the molecular tweezer based on trivalent phosphine is named as P-MV-PCN-521-R, and R is any one of benzoic acid, p-nitrobenzoic acid, formic acid, p-methylbenzoic acid and dichloroacetic acid. The molecular tweezers based on the trivalent phosphine have distance adjustability. The trivalent phosphine-based metal-molecular tweezer catalyst provided by the invention has a high crystallinesurface area and a high specific surface area. The trivalent phosphine-based metal-molecular tweezer catalyst has good chemical stability and thermal stability, and is a primary condition for applyingthe trivalent phosphine-based metal-molecular tweezer catalyst to the actual field. The trivalent phosphine-based metal-molecular tweezer catalyst with adjustable distance provided by the invention has good selectivity for bromination of aromatic compounds.