2240-41-7

Basic information

• Product Name: PHENYLPHOSPHONIC ACID DIMETHYL ESTER
• Synonyms: PHENYLPHOSPHONIC ACID DIMETHYL ESTER;o,o-dimethylphenylphosphonate;Phosphonic acid, phenyl-, dimethyl ester;Phosphonicacid,phenyl-,dimethylester;phosphonicacid,phenyl-,o,o-dimethylester;BENZENEPHOSPHONIC ACID DIMETHYL ESTER;DIMETHYL BENZENEPHOSPHONATE;DIMETHYL PHENYLPHOSPHONATE
• CAS NO: 2240-41-7
• Molecular Formula: C₈H₁₁O₃P
• Molecular Weight: 186.14
• Mol File: 2240-41-7.mol
• Article Data: 68

Chemical Properties

• Boiling Point: 247 °C
• Flash Point: 154 °C
• Appearance: /
• Density: 1.19
• Refractive Index: 1.5080 to 1.5100
• Storage Temp.: Inert atmosphere,Room Temperature
• CAS DataBase Reference: PHENYLPHOSPHONIC ACID DIMETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: PHENYLPHOSPHONIC ACID DIMETHYL ESTER(2240-41-7)
• EPA Substance Registry System: PHENYLPHOSPHONIC ACID DIMETHYL ESTER(2240-41-7)

Safety Data

• RTECS: TA0378000
• Hazardous Substances Data: 2240-41-7(Hazardous Substances Data)

Usage

General Description

Phenylphosphonic acid dimethyl ester, also known as dimethyl phenylphosphonate, is a colorless, oily liquid that is commonly used as a chemical intermediate in the production of various organic compounds. It is widely used in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals. Phenylphosphonic acid dimethyl ester is also used as a flame retardant in plastics and as a coupling agent in the production of polymers. Additionally, it has applications in the manufacture of insecticides and as a component in the production of complexing agents for metal ions. Overall, phenylphosphonic acid dimethyl ester plays a crucial role in various industries due to its diverse chemical properties and applications.

InChI:InChI=1/C8H11O3P/c1-6-4-3-5-7(2)8(6)12(9,10)11/h3-5H,1-2H3,(H2,9,10,11)/p-2

Upstream product

• 824-72-6 P,P-dichlorophenylphosphine oxide 
• 67-56-1 methanol 
• 71-43-2 benzene 
• 17674-28-1 dimethyl acetylphosphonate 
• 186581-53-3 diazomethane 
• 10088-45-6 methyl phenylphosphonic acid 
• 124-41-4 sodium methylate 
• 2946-61-4 phenylphosphonous acid dimethyl ester 
• 459-44-9 4-methylbenzenediazonium tetrafluoroborate 
• 868-85-9 Dimethyl phosphite 
• 603-35-0 triphenylphosphine 
• 121-45-9 phosphorous acid trimethyl ester 
• 58656-56-7 2,3-dihydro-2,2-dimethoxy-2-phenyl-3-p-tolyl-1,3,2-benzoxazaphosph(V)ole 
• 78-92-2 iso-butanol 

Downstream Products

• 142671-02-1 C₂₆H₂₆O₆P₂Si 
• 40156-85-2 2-phenyl-1,3,2-benzodioxaphosphole-2-oxide 
• 13969-05-6 2-methyl-2-oxo-4,5-benzo-1,3,2-dioxaphospholane 
• 1024-34-6 di(n-butyl) phenylphosphonate 
• 10088-45-6 methyl phenylphosphonic acid 
• 1571-33-1 phenylphosphonate 
• 15104-42-4 dimethyl (3-bromophenyl)phosphonate 
• 142671-06-5 C₄₄H₄₁O₉P₃Si₂ 
• 824-72-6 P,P-dichlorophenylphosphine oxide 
• 1464720-99-7 (E)-ethyl 3-(2-(dimethoxyphosphoryl)phenyl)acrylate 
• 1464721-00-3 (2E,2'E)-diethyl 3,3'-(2-(dimethoxyphosphoryl)-1,3-phenylene)diacrylate 
• 10311-08-7 dimethyl(phenyl)phosphine oxide 
• 24323-92-0 diethylphenylphosphine oxide 
• 16543-38-7 diisopropylphenylphosphine oxide 

Relevant articles and documents

Synthesis of Dimethyl Phenylphosphonates Catalyzed by Group VI Metal(0) Hexacarbonyls

The coupling of dimethyl phosphite and iodobenzene occurs in the presence of catalytic amounts of homoligand carbonyl complexes of chromium subgroup metals to form dimethyl phenylphosphonate in yields of 50–73% depending on the metal.

C-P bond formation of cyclophanyl-, and aryl halides: Via a UV-induced photo Arbuzov reaction: A versatile portal to phosphonate-grafted scaffolds

A new versatile method for the C-P bond formation of (hetero)aryl halides with trimethyl phosphite via a UV-induced photo-Arbuzov reaction, accessing diverse phosphonate-grafted arenes, heteroarenes and co-facially stacked cyclophanes under mild reaction

Unveiling Extreme Photoreduction Potentials of Donor-Acceptor Cyanoarenes to Access Aryl Radicals from Aryl Chlorides

Since the seminal work of Zhang in 2016, donor-acceptor cyanoarene-based fluorophores, such as 1,2,3,5-tetrakis(carbazol-9-yl)-4,6-dicyanobenzene (4CzIPN), have been widely applied in photoredox catalysis and used as excellent metal-free alternatives to noble metal Ir- and Ru-based photocatalysts. However, all the reported photoredox reactions involving this chromophore family are based on harnessing the energy from a single visible light photon, with a limited range of redox potentials from -1.92 to +1.79 V vs SCE. Here, we document the unprecedented discovery that this family of fluorophores can undergo consecutive photoinduced electron transfer (ConPET) to achieve very high reduction potentials. One of the newly synthesized catalysts, 2,4,5-tri(9H-carbazol-9-yl)-6-(ethyl(phenyl)amino)isophthalonitrile (3CzEPAIPN), possesses a long-lived (12.95 ns) excited radical anion form, 3CzEPAIPN?-*, which can be used to activate reductively recalcitrant aryl chlorides (Ered ≈ -1.9 to -2.9 V vs SCE) under mild conditions. The resultant aryl radicals can be engaged in synthetically valuable aromatic C-B, C-P, and C-C bond formation to furnish arylboronates, arylphosphonium salts, arylphosphonates, and spirocyclic cyclohexadienes.

Cobalt catalyzed C-P bond formation by cross-coupling of boronic acids with P(O)H compounds in presence of zinc

In our current work, we have reported the first cobalt-catalyzed cross-coupling of arylboronic acid with alkyl/aryl phosphites under mild conditions. The reaction was carried out in the presence of zinc powder as an additive and ter-pyridine as a ligand. The use of non-precious cobalt salt makes the protocol advantageous, as it is inexpensive and more abundant than the previously used methods where precious metal salts (Pd and Pt) were used. The reaction has a wide substrate scope and the products were obtained in good yields.