3762-33-2

Usage

Uses

Used in Plastics and Polymers Industry:
4-Methoxyphenylphosphonic acid diethyl ester is used as a flame retardant and plasticizer for improving the flammability resistance and thermal stability of polymers and plastics. Its high effectiveness in reducing the flammability of materials makes it a crucial additive in the production of fire-resistant products.
Used in Coatings, Adhesives, and Sealants Industry:
In the coatings, adhesives, and sealants industry, 4-Methoxyphenylphosphonic acid diethyl ester is used as a flame retardant to enhance the fire resistance of these products. Its incorporation into these materials helps to prevent the spread of flames and reduce the risk of fire-related incidents.
Used in Electronics and Electrical Equipment Manufacturing:
4-Methoxyphenylphosphonic acid diethyl ester is used as a flame retardant in the manufacturing of electronics and electrical equipment. Its addition to these products helps to minimize the risk of fire hazards, ensuring the safety and reliability of electronic devices and electrical systems.
However, it is important to handle 4-Methoxyphenylphosphonic acid diethyl ester with caution due to its potential health and environmental hazards. Proper safety measures should be taken during its production, use, and disposal to minimize any adverse effects.

InChI:InChI=1/C11H17O4P/c1-4-14-16(12,15-5-2)11-8-6-10(13-3)7-9-11/h6-9H,4-5H2,1-3H3

Upstream product

• 100-66-3 methoxybenzene 
• 762-04-9 phosphonic acid diethyl ester 
• 122-52-1 triethyl phosphite 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 762-04-9 Diethyl phosphonate 
• 696-62-8 para-iodoanisole 
• 459-64-3 4-methoxybenzenediazonium tetrafluoroborate 
• 66107-29-7 4-methoxyphenyl triflate 
• 6462-50-6 sodium 4-methoxybenzenesulfinate 
• 64-17-5 ethanol 
• 85599-22-0 diphenyl (4-methoxyphenyl)phosphonate 
• 104-94-9 4-methoxy-aniline 
• 3290-99-1 4-methoxybenzoic acid hydrazide 
• 37632-18-1 4-methoxyphenylphosphonic dichloride 

Downstream Products

• 21778-19-8 (4-methoxyphenyl)phosphonic acid 
• 37632-18-1 4-methoxyphenylphosphonic dichloride 
• 63818-65-5 4-methoxylphenyl phosphonic acid monoethyl ester 
• 362477-53-0 (4-methoxyphenyl)chlorophosphonic acid ethyl ester 
• 140-67-0 Estragole 
• 100-66-3 methoxybenzene 
• 613-37-6 4-methoxylbiphenyl 
• 5043-91-4 (E)-4-chloro-4'-methoxystilbene 
• 53484-52-9 tert-butyl (E)-3-(4-methoxyphenyl)prop-2-enoate 
• 362476-85-5 (3R)-N-benzyloxy-2-[(RS)-ethoxy(4-methoxyphenyl)phosphoryl]-1,2,3,4-tetrahydroisoquinoline-3-carboxamide 
• 100926-18-9 C₁₄H₁₆NO₃P 
• 128333-51-7 (4-Methoxy-phenyl)-phosphonic acid monohexyl ester 
• 1443991-81-8 3,4-diphenyl-1-ethoxy-6-methoxy-benz[c-1,2]oxaphosphinine 1-oxide 
• 1443991-83-0 3-phenyl-4-methyl-1-ethoxy-6-methoxy-benz[c-1,2]oxaphosphinine 1-oxide 

Relevant academic research and scientific papers

Palladium anchored on a covalent organic framework as a heterogeneous catalyst for phosphorylation of aryl bromides

A simple azine-linked covalent organic framework (COF) with high thermal and chemical stabilities has been prepared by using deep eutectic solvent (DES) as green media. The as-synthesized COF was employed as heterogeneous ligand for immobilization of PdII. The obtained Pd-supported COF nanoparticles catalyst (defined as Pd/TFPT-Azine-COF) was found to be an efficient heterogeneous catalyst for the Hirao reaction of aryl halides and dialkyl phosphites or diphenylphosphine oxide with excellent recyclability, reusability, and retention of crystallinity.

Microwave assisted P–C coupling reactions without directly added P-ligands

Our group introduced a green protocol for the Pd(OAc)2- or NiCl2-catalyzed P–C coupling reaction of aryl halides and various > P(O)H-compounds under MW conditions without directly added P-ligands. The reactivity of a few aryl derivatives in the Pd(OAc)2-catalyzed Hirao reaction was also studied. An induction period was observed in the reaction of bromobenzene and diphenylphosphine oxide. Finally, the less known copper(I)-promoted P–C coupling reactions were investigated experimentally. The mechanism was explored by quantum chemical calculations.

Aryltrimethylammonium Tetrafluoroborates in Nickel-Catalyzed C–P Bond-Forming Reactions

Abstract: The first nickel-catalyzed phosphorylation of aryltrimethylammonium tetrafluoroborates with the formation of C–P bond instead of C–N has been developed. Starting from easily available and inexpensive aromatic amines, a variety of important arylphosphonates have been synthesized in moderate to excellent yields.

Fe-MIL-101 modified by isatin-Schiff-base-Co: a heterogeneous catalyst for C-C, C-O, C-N, and C-P cross coupling reactions

A metal-organic framework functionalized with a cobalt-complex is preparedviapost-synthetic modification of Fe-MIL-101-NH2. Initially, Fe-MIL-101-NH2reacted with isatin to produce Fe-MIL-101-isatin-Schiff-base, which can anchor the cobalt by the addition of cobalt acetate. The resulting MOF-Co catalyst is characterized by employing multiple techniques. This new modified MOF acts as a heterogeneous and recyclable catalyst for efficient Ullmann, Buchwald-Hartwig, Hirao, Hiyama and Mizoroki-Heck cross-coupling reactions of several aryl halides/phenylboronic acid/phenyltosylate with phenols, anilines/heterocyclic amines, triethyl phosphite, triethoxyphenylsilane and alkenes and generates the expected coupling products in good to high yields.

Selective esterification of phosphonic acids

Here, we report straightforward and selective synthetic procedures for mono-and diesteri-fication of phosphonic acids. A series of alkoxy group donors were studied and triethyl orthoacetate was found to be the best reagent as well as a solvent for the performed transformations. An important temperature effect on the reaction course was discovered. Depending on the reaction temperature, mono-or diethyl esters of phosphonic acid were obtained exclusively with decent yields. The sub-strate scope of the proposed methodology was verified on aromatic as well as aliphatic phosphonic acids. The designed method can be successfully applied for small-and large-scale experiments without significant loss of selectivity or reaction yield. Several devoted experiments were performed to give insight into the reaction mechanism. At 30?C, monoesters are formed via an intermediate (1,1-diethoxyethyl ester of phosphonic acid). At higher temperatures, similar intermediate forms give diesters or stable and detectable pyrophosphonates which were also consumed to give diesters.31P NMR spectroscopy was used to assign the structure of pyrophosphonate as well as to monitor the reaction course. No need for additional reagents and good accessibility and straightforward purification are the important aspects of the developed protocols.

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

Palladium-catalyzed one-pot phosphorylation of phenols mediated by sulfuryl fluoride

We report a general palladium-catalyzed one-pot procedure for the synthesis of phosphonates, phosphinates and phosphine oxides from phenols mediated by sulfuryl fluoride. It features mild conditions, broad substrate scope, high functionality tolerance and water insensitivity. The utility of this procedure has been well demonstrated by gram-scale synthesis, sequential synthesis of click chemistry building blocks, late-stage decoration of drugs and natural products and on-DNA synthesis of phosphine oxide for a DNA-encoded library (DEL).

Visible-light-mediated phosphonylation reaction: formation of phosphonates from alkyl/arylhydrazines and trialkylphosphites using zinc phthalocyanine

In this work, we developed a ligand- and base-free visible-light-mediated protocol for the photoredox syntheses of arylphosphonates and, for the first time, alkyl phosphonates. Zinc phthalocyanine-photocatalyzed Csp2-P and Csp3-P bond formations were efficiently achieved by reacting aryl/alkylhydrazines with trialkylphosphites in the presence of air serving as an abundant oxidant. The reaction conditions tolerated a wide variety of functional groups.

Visible-Light-Induced Nickel-Catalyzed P(O)-C(sp2) Coupling Using Thioxanthen-9-one as a Photoredox Catalysis

An efficient method has been developed for photocatalytic P(O)-C(sp2) coupling of (hetero)aryl halides with H-phosphine oxides or H-phosphites under the irradiation of visible light or sunlight. The thioxanthen-9-one/nickel dual catalysis mediates this ph

Potent Reductants via Electron-Primed Photoredox Catalysis: Unlocking Aryl Chlorides for Radical Coupling

We describe a new catalytic strategy to transcend the energetic limitations of visible light by electrochemically priming a photocatalyst prior to excitation. This new catalytic system is able to productively engage aryl chlorides with reduction potentials hundreds of millivolts beyond the potential of Na0 in productive radical coupling reactions. The aryl radicals produced via this strategy can be leveraged for both carbon-carbon and carbon-heteroatom bond-forming reactions. Through direct comparison, we illustrate the reactivity and selectivity advantages of this approach relative to electrolysis and photoredox catalysis.