14180-51-9

Basic information

• Product Name: BIS(4-METHOXYPHENYL)PHENYLPHOSPHINE
• Synonyms: BIS(4-METHOXYPHENYL)PHENYLPHOSPHINE;DI(4-METHOXYPHENYL)(PHENYL)PHOSPHINE;Bis(4-methoxyphenyl)phenylphosphane
• CAS NO: 14180-51-9
• Molecular Formula: C₂₀H₁₉O₂P
• Molecular Weight: 322.34
• Mol File: 14180-51-9.mol
• Article Data: 10

Chemical Properties

• Melting Point: 88-90°C
• Boiling Point: 426.9°Cat760mmHg
• Flash Point: 263.1°C
• Appearance: /
• Density: g/cm³
• Vapor Pressure: 4.25E-07mmHg at 25°C
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: BIS(4-METHOXYPHENYL)PHENYLPHOSPHINE(CAS DataBase Reference)
• NIST Chemistry Reference: BIS(4-METHOXYPHENYL)PHENYLPHOSPHINE(14180-51-9)
• EPA Substance Registry System: BIS(4-METHOXYPHENYL)PHENYLPHOSPHINE(14180-51-9)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39-61
• Hazardous Substances Data: 14180-51-9(Hazardous Substances Data)

Usage

General Description

Bis(4-methoxyphenyl)phenylphosphine is a chemical compound with the formula C21H19O2P. It belongs to the class of organic compounds known as triarylphosphines, and consists of three phenyl groups bonded to a phosphorus atom, two of which are substituted by methoxy groups at the para position. This chemical is often used in synthetic chemistry, particularly as a ligand in metal-catalyzed reactions due to its ability to stabilize transition metals. However, there is limited information available regarding its risks or hazards, highlighting the need for careful handling.

InChI:InChI=1/C20H19O2P/c1-21-16-8-12-19(13-9-16)23(18-6-4-3-5-7-18)20-14-10-17(22-2)11-15-20/h3-15H,1-2H3

Upstream product

• 644-97-3 Dichlorophenylphosphine 
• 82303-13-7 (4-methoxyphenyl)zinc(II) bromide 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 46373-51-7 dichlorodiphenylphosphine 
• 696-62-8 para-iodoanisole 
• 1079-66-9 chloro-diphenylphosphine 

Downstream Products

• 252652-41-8 AuCl(P(C₆H₅)(C₆H₄OCH₃)2) 
• 353457-30-4 trans-[(C₆F₅)(p-tol₃P)₂Pt(Cl)] 
• 795-43-7 bis(4-hydroxyphenyl)(phenyl)phosphine oxide 
• 90737-25-0 Di-(4-oxiranylmethoxy-phenyl)-phenyl-phosphinoxyd 
• 1253691-12-1 undecacarbonyl (bis(4-methoxyphenyl)phenylphosphino) triruthenium 
• 177190-81-7 Cu(C₁₄H₁₂N₂)(PC₆H₅(C₆H₄OCH₃)2)2⁽¹⁺⁾*ClO₄^(1-) = [Cu(C₁₄H₁₂N₂)(PC₆H₅(C₆H₄OCH₃)2)2]ClO₄ 
• 252651-95-9 PtCl₂(P(C₆H₅)(C₆H₄OCH₃)2)2 
• 252651-11-9 Fe(CO)3(P(C₆H₅)(C₆H₄OCH₃)2)2 
• 252650-76-3 Mo(CO)4(P(C₆H₅)(C₆H₄OCH₃)2)2 

Relevant articles and documents

A Lewis Base Nucleofugality Parameter, NFB, and Its Application in an Analysis of MIDA-Boronate Hydrolysis Kinetics

The kinetics of quinuclidine displacement of BH3 from a wide range of Lewis base borane adducts have been measured. Parameterization of these rates has enabled the development of a nucleofugality scale (NFB), shown to quantify and predict the leaving group ability of a range of other Lewis bases. Additivity observed across a number of series R′3-nRnX (X = P, N; R′ = aryl, alkyl) has allowed the formulation of related substituent parameters (nfPB, nfAB), providing a means of calculating NFB values for a range of Lewis bases that extends far beyond those experimentally derived. The utility of the nucleofugality parameter is explored by the correlation of the substituent parameter nfPB with the hydrolyses rates of a series of alkyl and aryl MIDA boronates under neutral conditions. This has allowed the identification of MIDA boronates with heteroatoms proximal to the reacting center, showing unusual kinetic lability or stability to hydrolysis.

Flame retardant polycyanurate thermosets from the cyanate esters of triphenylphosphine oxide

Three cyanate esters containing phosphorus are synthesized in good overall yields starting from bromoanisoles. Di- and tricyanates with meta configuration are most stable while para is less so. The para dicyanate ester isomer is particularly affected by water from the atmosphere. The meta dicyanate ester 2 has good thermal properties with glass transition at 268 °C and char yield of 65% in air at 600 °C. All three phosphorus-containing cyanate esters are low flammability in an open flame. They make highly combustible cyanate esters resins less flammable simply by blending. Mixing 10 wt% dicyanate ester 2 into bisphenol A or E dicyanate esters makes them rate V-0. Published 2018.? J. Polym. Sci., Part A: Polym. Chem. 2018, 56, 1100–1110.

Ligand-free palladium catalyzed phosphorylation of aryl iodides

A reusable ligand-free palladium catalyzed phosphorylation of aryl iodides using PdCl2/tetrabutylammonium bromide is described. Functionalized triarylphosphines were obtained in good to excellent yields in the absence of external reductants and supporting ligands.