13410-61-2

Basic information

• Product Name: Diphenyl phenylphosphonite
• Synonyms: Diphenyl phenylphosphonite;Diphenyl phenylphosphinite
• CAS NO: 13410-61-2
• Molecular Formula: C₁₈H₁₅O₂P
• Molecular Weight: 294.28
• Mol File: 13410-61-2.mol

Chemical Properties

• Boiling Point: 380.2°C at 760 mmHg
• Flash Point: 226.5°C
• Appearance: /
• Density: 1.1649 g/cm3
• Vapor Pressure: 1.21E-05mmHg at 25°C
• CAS DataBase Reference: Diphenyl phenylphosphonite(CAS DataBase Reference)
• NIST Chemistry Reference: Diphenyl phenylphosphonite(13410-61-2)
• EPA Substance Registry System: Diphenyl phenylphosphonite(13410-61-2)

Safety Data

• Hazardous Substances Data: 13410-61-2(Hazardous Substances Data)

Usage

Uses

Used in Plastic Polymer Production:
Diphenyl phenylphosphonite is used as a stabilizer and antioxidant for enhancing the durability and performance of plastic polymers. It prevents the oxidation and thermal degradation of the material, thereby extending the polymer's lifespan and maintaining its structural integrity.
Used in Flame Retardancy:
In the field of material safety, diphenyl phenylphosphonite is employed as a flame retardant, reducing the flammability of polymer products and improving their fire resistance.
Used in Pharmaceutical and Agricultural Chemical Synthesis:
Diphenyl phenylphosphonite serves as an essential intermediate in the synthesis of various pharmaceuticals and agricultural chemicals, contributing to the development of new compounds with specific therapeutic or pesticidal properties.
Used in Chemical Research and Development:
Diphenyl phenylphosphonite is also utilized in research and development settings for the exploration of new applications and properties, further expanding its potential uses across different industries.

InChI:InChI=1/C18H15O2P/c1-4-10-16(11-5-1)19-21(18-14-8-3-9-15-18)20-17-12-6-2-7-13-17/h1-15H

Upstream product

• 644-97-3 Dichlorophenylphosphine 
• 108-95-2 phenol 
• 1636-14-2 bis(diethylamino)phenylphosphine 
• 101-02-0 triphenyl phosphite 
• 110523-88-1 morpholinophenylphosphinous iodide 
• 20472-19-9 diiodo-phenylphosphine 
• 139-02-6 sodium phenoxide 

Downstream Products

• 17579-98-5 methyl-diphenoxy-phenyl-phosphonium; iodide 
• 3049-24-9 diphenyl phenylphosphonate 
• 70247-29-9 2-oxo-7,7-diphenoxy-3,3,7-triphenyl-6-oxa-1-aza-7λ⁵-phospha-bicyclo[3.2.0]hept-4-ene-4-carbonitrile 
• 70247-28-8 4-chloro-2,2-diphenoxy-2,5,5-triphenyl-5,7-dihydro-2H-2λ⁵-pyrrolo[3,2-e][1,3,2]oxazaphosphinin-6-one 
• 70200-75-8 4-bromo-2,2-diphenoxy-2,5,5-triphenyl-5,7-dihydro-2H-2λ⁵-pyrrolo[3,2-e][1,3,2]oxazaphosphinin-6-one 
• 58329-28-5 4-bromo-7-methyl-2,2-diphenoxy-2,5,5-triphenyl-5,7-dihydro-2H-2λ⁵-pyrrolo[3,2-e][1,3,2]oxazaphosphinin-6-one 
• 58329-27-4 5,5-dibenzyl-4-bromo-7-methyl-2,2-diphenoxy-2-phenyl-5,7-dihydro-2H-2λ⁵-pyrrolo[3,2-e][1,3,2]oxazaphosphinin-6-one 
• 6509-55-3 4,5-Dimethyl-2,2-diphenoxy-2-phenyl-2λ⁵-[1,3,2]dioxaphosphole 
• 6509-60-0 2,2-Diphenoxy-2-phenyl-4,4,5,5-tetrakis-trifluoromethyl-2λ⁵-[1,3,2]dioxaphospholane 
• 6509-84-8 2,2-Diphenoxy-2,4,5-triphenyl-2λ⁵-[1,3,2]dioxaphosphole 
• 19311-33-2 (2-TB-5-12)-4-acetyl-5-methyl-2,2c-diphenoxy-2t,3r-diphenyl-2,3-dihydro-2λ⁵-[1,2]oxaphosphole 
• 617-94-7 1-methyl-1-phenylethyl alcohol 
• 101-02-0 triphenyl phosphite 
• 644-97-3 Dichlorophenylphosphine 

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.

Oxidation of phenylphosphonites with aqueous hydrogen peroxide

An effective route to the oxidation of organic derivatives of trivalent phosphorus with an aqueous solution of hydrogen peroxide was considered. Phenylphosphonites, including those having a hydrolytically unstable phosphorus-nitrogen bond were involved into the oxidation. The identification of oxidation products, the phenylphosphonates, was carried out using the method of ion cyclotron resonance mass spectrometry with Fourier transform combined with electrospray ionization, and by 31P and 1H NMR spectroscopy. The influence of an effective antioxidant of natural origin, quercetin, on the oxidation was demonstrated. Pleiades Publishing, Ltd., 2012.

Novel phosphinite and phosphonite copper(I) complexes: Efficient catalysts for click azide-alkyne cycloaddition reactions

The preparation of novel phosphinite- and phosphonite-bearing copper(I) complexes of the general formula [CuX(L)] is reported. These compounds, which remain scarce in the literature, could be prepared using readily available starting materials and were spectroscopically and structurally characterized. These complexes, together with their known phosphine and phosphite analogues, were then applied to the 1,3-dipolar cycloaddition of azides and alkynes, to find that the new complexes displayed the best activities. Full optimization of the reaction conditions resulted in a noteworthy Click catalytic system, active under very mild reaction conditions in the absence of any additive and using low metal loadings.

Iridium(III) complexes of a dicyclometalated phosphite tripod ligand: Strategy to achieve blue phosphorescence without fluorine substituents and fabrication of OLEDs

Toss the F: A new series of IrIII complexes functionalized with pyridyltriazolate chromophores and a tripodal dicyclometalated phosphite achieved highly efficient blue phosphorescence without employing any fluorine substituents. OLEDs with dopa

Conversion of alcohols to alkyl aryl sulfides by a new type of oxidation-reduction condensation using phenyl diphenylphosphinite

Preparation of alkyl aryl sulfides from alcohols and arenethiols such as 2-sulfanyl-1,3-benzothiazole (BtzSH) is described by a new type of oxidation-reduction condensation using phenyl diphenylphosphinite (PhOPPh 2) and benzoquinone derivatives or azide compounds. This reaction proceeds under mild and neutral conditions and is applicable to the thioetherification of various alcohols in which the chiral secondary and tertiary alcohols are converted into the corresponding chiral sulfides with almost complete inversion of configuration.

Structural and Electronic Impact of Fluorine in the Ortho Positions of the Phenoxy Groups of Phenyl-phosphonite and -phosphinite Ligands in Compounds of Platinum-group Metals

The phosphonites PPh(OPh)2 I and PPh(OC6H3F2-2,6)2 II, and the phosphinites PPh2(OPh) III and PPh2(OC6H3F2-2,6) IV reacted with 5-C5Me5))> to yield the complexes 5-C5Me5)> .The perpronito-phosphonite and -phosphinite, I and III, reacted with to yield exclusively the cis isomers of 5 and 7.The fluorine-containing phosphonite and phosphinite, II and IV, reacted with to give the trans isomers of 6a and 8a, which isomerize slowly in acetone solution to yield the cis isomers 6b and 8b.Values of 1J(RhP) and 1J(PtP) strongly suggest that the presence of fluorine atoms in the ortho positions of the phenoxy groups has a negligible effect on the electronic properties of the phosphorus atoms of the ligands.X-Ray single-crystal structural studies on 1, 4, 6a, 7, 8a and 8b revealed that the fluorine atoms do, however, exert a profund steric influence.

Syntheses und NMR-Spektren phosphororganischer Antioxidantien und verwandter Verbindungen

The syntheses of various aliphatic, aromatic, sterically hindered, and cyclic organophosphorus compounds (phosphorous acid esters, esters chlorides and ester amides, hydrogen phosphites, phosphinates and phosphates) are reported, and general procedures for preparation are given.The compounds synthesized were investigated by means of 31P-, 1H- and 13C-n.m.r. spectroscopy, and the chemical shifts measured are listed.

LES PHOSPHORANES MONOCYCLIQUES A LIAISON PH DANS LES REACTIONS DE REDISTRIBUTION DE LIGANDS DES COMPOSES DU PHOSPHORE TRICOORDONNE

The oxidative addition of alcohols and amines with 2-alkyl, 2-aryl, 1,3,2-dioxa, oxaza or diazaphospholanes, leads to a ring opening reaction and ligands exchange around the phosphorus atom by alcoholysis or aminolysis of P-O or P-N bonds.In nearly all cases, monocyclic phosphoranes with P-H bond have been detected in an intermediate step during the exchange of one tricoordinate form to another one.At last we have discussed the phorpholanyl ring stability. - Key words: 1,3,2-Dioxaphospholanes; 1,3,2-oxaza-phospholanes; 1,3,2-diazaphospholanes; Monocyclic phosphoranes with P-M bonds; phosphoranyl ring stability.