2240-41-7

Usage

Uses

Used in Pharmaceutical Industry:
Phenylphosphonic acid dimethyl ester is used as a chemical intermediate for the synthesis of various pharmaceuticals, contributing to the development of new drugs and improving the efficacy and safety of existing medications.
Used in Agrochemical Industry:
In the agrochemical sector, phenylphosphonic acid dimethyl ester is utilized as a precursor in the production of agrochemicals, helping to create more effective and environmentally friendly pesticides and other agricultural chemicals.
Used in Specialty Chemicals Production:
Phenylphosphonic acid dimethyl ester is employed as a key intermediate in the synthesis of specialty chemicals, which are used in a wide range of applications, including coatings, adhesives, and fragrances.
Used as a Flame Retardant in Plastics Industry:
PHENYLPHOSPHONIC ACID DIMETHYL ESTER is used as a flame retardant in the plastics industry, enhancing the fire resistance of various plastic materials and improving their safety performance.
Used as a Coupling Agent in Polymer Production:
Phenylphosphonic acid dimethyl ester functions as a coupling agent in the production of polymers, promoting better adhesion and compatibility between different polymer components, thus improving the overall properties of the final product.
Used in Insecticide Manufacturing:
In the manufacture of insecticides, phenylphosphonic acid dimethyl ester is used to develop more effective and safer insect control agents, helping to protect crops and control pest populations.
Used in the Production of Complexing Agents for Metal Ions:
This versatile compound is also used in the production of complexing agents for metal ions, which are essential in various industrial processes, including water treatment, metal extraction, and chemical analysis.
Overall, phenylphosphonic acid dimethyl ester plays a crucial role in a multitude of industries due to its diverse chemical properties and wide range of applications, making it an indispensable component in the development and production of various products.

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 
• 55860-84-9 4-(p-Methoxy-styryl)-2,3,3,4-tetraphenyl-1,2-λ⁵-oxaphosphetan-2-on 
• 124-41-4 sodium methylate 
• 2946-61-4 phenylphosphonous acid dimethyl ester 
• 459-44-9 4-methylbenzenediazonium tetrafluoroborate 
• 77971-34-7 (2S,4S,5S)-2,5-diphenyl-3,4-dimethyl-1,3,2-thiazaphospholidin-2-one 
• 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 

Downstream Products

• 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 
• 10311-08-7 dimethyl(phenyl)phosphine oxide 
• 24323-92-0 diethylphenylphosphine oxide 
• 16543-38-7 diisopropylphenylphosphine oxide 
• 10557-66-1 dibutyl phenyl phosphate 
• 51025-36-6 di(cyclohexyl)phenylphosphine oxide 
• 791-28-6 Triphenylphosphine oxide 
• 5761-97-7 methyl(phenyl)phosphinic chloride 

Relevant academic research and scientific papers

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.

Recognition characteristics of an adaptive vesicular assembly of amphiphilic baskets for selective detection and mitigation of toxic nerve agents

We used isothermal titration calorimetry to investigate the affinity of basket 1 (470 ?3) for trapping variously sized and shaped organophosphonates (OPs) 2-12 (137-244 ?3) in water at 298.0 K. The encapsulation is, in each case, dri

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

Photoinduced transition-metal and external photosensitizer free cross-coupling of aryl triflates with trialkyl phosphites

Photoinduced phosphonation of aryl triflates with trialkyl phosphites via a tandem single-electron-transfer, C-O bond cleavage and Arbuzov rearrangement process in the absence of transition-metal and external photosensitizer is reported herein. The protoc

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.

A case of chain propagation: α-aminoalkyl radicals as initiators for aryl radical chemistry

The generation of aryl radicals from the corresponding halides by redox chemistry is generally considered a difficult task due to their highly negative reduction potentials. Here we demonstrate that α-aminoalkyl radicals can be used as both initiators and chain-carriers for the radical coupling of aryl halides with pyrrole derivatives, a transformation often employed to evaluate new highly reducing photocatalysts. This mode of reactivity obviates for the use of strong reducing species and was also competent in the formation of sp2 C-P bonds. Mechanistic studies have delineated some of the key features operating that trigger aryl radical generation and also propagate the chain process.

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.

Photoinduced Transition-Metal-Free Cross-Coupling of Aryl Halides with H-Phosphonates

Photoinduced transition-metal- and photosensitizer-free cross-coupling of aryl halides (including Ar-Cl, Ar-Br, and Ar-I) with H-phosphonates (including dialkyl phosphonates and diarylphosphine oxides) is reported. Various functional groups were tolerated, including ester, methoxy, dimethoxy, alkyl, phenyl, trifluoromethyl, and heterocyclic compounds. This simple and green strategy provides a practical pathway to synthesize arylphosphine oxides.

Electrochemical Dehydrogenative Coupling of Alcohols with Hydrogen Phosphoryl Compounds: A Green Protocol for P?O Bond Formation

This study reports the environment-friendly electrochemical transformation of structurally diverse phosphorus compounds and alcohol into phosphonates in the presence of ammonium iodide as electrolyte and redox catalyst in acetonitrile at ambient temperature. This method for P?O bond formation exhibits remarkable features, such as transition metal- and oxidant-free conditions. A reliable mechanism is proposed after control and cyclic voltammetry experiments. (Figure presented.).

Visible-Light-Mediated Metal-Free Synthesis of Aryl Phosphonates: Synthetic and Mechanistic Investigations

This work describes a straightforward access to a large variety of aryl phosphonates by the simple combination of diaryliodonium salts with phosphites in the presence of a base and under visible-light illumination. The reaction proceeds smoothly, tolerates various functionalities, and was applied for the synthesis of pharmaceutically relevant compounds. Mechanistic investigations, including EPR, NMR, and DFT calculations, support the postulated reaction mechanism.