53111-20-9

Basic information

• Product Name: P-ANISYLDIPHENYLPHOSPHINE
• Synonyms: DIPHENYL(2-METHOXYPHENYL)PHOSPHINE;2-methoxyphenyldiphenylphosphine;(o-Methoxyphenyl)diphenylphosphine;2-(Diphenylphosphino)anisole;Diphenyl(o-anisyl)phosphine;Diphenyl(o-methoxyphenyl)phosphine;o-Anisyldiphenylphosphine;Diphenyl(2-Methoxyphenyl)phosphine,98%
• CAS NO: 53111-20-9
• Molecular Formula: C₁₉H₁₇OP
• Molecular Weight: 292.31
• Product Categories: Basic Phosphine LigandsCatalysis and Inorganic Chemistry;Catalysis and Inorganic Chemistry;Cross-Coupling;Phosphine Ligands;Phosphorus Compounds
• Mol File: 53111-20-9.mol
• Article Data: 26

Chemical Properties

• Melting Point: 124-126 °C(lit.)
• Boiling Point: 394.5°Cat760mmHg
• Flash Point: 237.8°C
• Appearance: /
• Density: g/cm³
• Vapor Pressure: 4.47E-06mmHg at 25°C
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: P-ANISYLDIPHENYLPHOSPHINE(CAS DataBase Reference)
• NIST Chemistry Reference: P-ANISYLDIPHENYLPHOSPHINE(53111-20-9)
• EPA Substance Registry System: P-ANISYLDIPHENYLPHOSPHINE(53111-20-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• Hazardous Substances Data: 53111-20-9(Hazardous Substances Data)

Usage

General Description

p-Anisyldiphenylphosphine is a chemical compound with the molecular formula C19H17OP. It is a phosphine ligand commonly used in organometallic and coordination chemistry. The compound is a white to off-white solid that is sparingly soluble in water but more soluble in organic solvents such as acetone and benzene. p-Anisyldiphenylphosphine is often used as a stabilizing ligand in catalytic reactions and as a precursor for the synthesis of various metal complexes. Its structure consists of a phenyl group and an anisyl group attached to a phosphorus atom, making it a versatile ligand for a variety of transition metal ions in catalytic processes.

InChI:InChI=1/C19H17OP/c1-20-16-12-14-19(15-13-16)21(17-8-4-2-5-9-17)18-10-6-3-7-11-18/h2-15H,1H3

Upstream product

• 100-66-3 methoxybenzene 
• 1079-66-9 chloro-diphenylphosphine 
• 578-57-4 2-bromoanisole 
• 16750-63-3 2-methoxyphenylmagnesium bromide 
• 59099-58-0 2-methoxyphenyl triflate 
• 603-35-0 triphenylphosphine 
• 529-28-2 4-iodoanisol 
• 829-85-6 diphenylphosphane 
• 1213-51-0 (trimethylstannyl)diphenylphosphine 
• 221021-87-0 2-methoxyphenyl(diphenyl)phosphine borane 
• 51986-54-0 2-(methoxy)phenyl-diphenylphosphine oxide 

Downstream Products

• 103661-65-0 diphenyl(2-methoxyphenyl)phosphine selenide 
• 829-85-6 diphenylphosphane 
• 72596-41-9 (2-Methoxy-phenyl)-[2-(4-nitro-phenyl)-2-oxo-ethyl]-diphenyl-phosphonium; bromide 
• 60254-10-6 (o-hydroxyphenyl)diphenylphosphine 
• 51986-54-0 2-(methoxy)phenyl-diphenylphosphine oxide 
• 883566-58-3 CH₃OC₆H₄P(C₆H₅)2NSi(CH₃)3 
• 1135821-12-3 ethyl-(2-methoxy-phenyl)-diphenyl-phosphonium; iodide 
• 53098-05-8 o-Methoxyphenyl-diphenyl-methyl-phosphoniumiodid 
• 412050-20-5 4,8-di-tert-butyl-6-(2-diphenylphosphanyl-phenoxy)-1,2,10,11-tetramethyl-5,7-dioxa-6-phospha-dibenzo[a,c]cycloheptene 
• 93958-05-5 (2-diphenylphosphino)phenoxy-tri-n-butylphosphoniumbromide 
• 81323-70-8 diphenyl(2-trimethylsiloxyphenyl)phosphine 

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.

Novel neutral monodentate chelated manganese complex as well as preparation method and application thereof

The invention discloses a novel neutral monodentate chelated manganese complex. Different electron donating and withdrawing substituents, such as N (Me) 2, OMe, CF3, OCF3, Cl, F, CN and Br, are introduced to a triphenylphosphine oxide ligand, so that the emission energy level and the luminescence life of the manganese complex can be easily adjusted, and the luminescence property of a material is further changed; and besides, information storage and protection can be realized by utilizing the neutral manganese complex.

An efficient heterogeneous cross-coupling of aryl iodides with diphenylphosphine catalyzed by copper (I) immobilized in MCM-41

The heterogeneous cross-coupling reaction of aryl iodides with diphenylphosphine was achieved in toluene at 115?°C in the presence of 10?mol% of phenanthroline-functionalized MCM-41-supported copper (I) complex (Phen-MCM-41-CuI) with Cs2CO3 as base, yielding various unsymmetric triarylphosphines in good to excellent yields. This protocol can tolerate a wide range of functional groups and does not need the use of expensive additives or harsh reaction conditions. This heterogeneous Cu (I) catalyst exhibited the same catalytic activity as homogeneous CuI/Phen system, and could easily be recovered by a simple filtration of the reaction solution and recycled up to seven times without significant loss of activity.