20677-12-7

Usage

Uses

Used in Flame Retardant Industry:
DIETHYL(4-BROMOPHENYL)PHOSPHONATE is used as a flame retardant additive for enhancing the fire resistance of various materials. Its chemical structure contributes to the prevention of combustion and the reduction of fire hazards in products where flame retardancy is crucial.
Used in Pharmaceutical Synthesis:
In the pharmaceutical industry, DIETHYL(4-BROMOPHENYL)PHOSPHONATE serves as an intermediate in the synthesis of various drugs. Its unique chemical properties allow it to be a key component in the development of new medications, contributing to the advancement of healthcare and treatment options.
Used in Agrochemical Synthesis:
Similarly, in the agrochemical sector, DIETHYL(4-BROMOPHENYL)PHOSPHONATE is utilized as a precursor in the production of pesticides and other agricultural chemicals. Its role in these syntheses is vital for creating effective solutions to protect crops and enhance agricultural productivity.
It is imperative for researchers, manufacturers, and users to follow proper safety protocols when working with DIETHYL(4-BROMOPHENYL)PHOSPHONATE due to its hazardous nature, ensuring the protection of both individuals and the environment.

Upstream product

• 108-86-1 bromobenzene 
• 106-37-6 1.4-dibromobenzene 
• 762-04-9 phosphonic acid diethyl ester 
• 589-87-7 1,4-bromoiodobenzene 
• 814-49-3 diethyl chlorophosphate 
• 762-04-9 Diethyl phosphonate 
• 18620-02-5 (4-bromophenyl)magnesium bromide 
• 5467-74-3 4-Bromophenylboronic acid 
• 673-40-5 4-bromobenzenediazonium tetrafluoroborate 
• 122-52-1 triethyl phosphite 
• 139139-81-4 bis(4-bromophenyl)iodonium triflate 
• 34176-08-4 sodium 4-bromobenzenesulfinate 
• 589-21-9 (4-bromophenyl)hydrazine 
• 133042-63-4 4-bromophenyl sulfurofluoridate 

Downstream Products

• 16839-13-7 4-bromophenylphosphonic acid 
• 42822-57-1 diethyl (4-aminophenyl)phosphonate 
• 561023-72-1 (4-[2,2']bithiophenyl-5-yl-phenyl)-phosphonic acid diethyl ester 
• 179941-24-3 diethyl [4-[5-(2,4-diamino-pyrimidin-5-yl-methyl)-2,3-dimethoxy-phenylethynyl]-phenyl]-phosphonate 
• 914656-95-4 bromo [4-(diethoxyphosphoryl)phenyl]zinc 
• 1362019-95-1 4-bromo-4'-(diisopropylsilyl)-E-stilbene 
• 1564250-34-5 1,1'-(1,2,3,4-diethynyl)diphenyl-4,4'-bisphosphonate 
• 366017-60-9 diethyl [4-((trimethylsilyl)ethynyl)phenyl]phosphonate 
• 4648-58-2 (4-Bromophenyl)phosphonsaeure-dichlorid 
• 1616557-91-5 C₁₀H₁₀BrOP 
• 1616558-16-7 C₁₇H₁₉BrNOP 
• 1616557-92-6 C₁₅H₂₁BrNO₃P 

Relevant academic research and scientific papers

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).

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.

Investigation of Immobilization Effects on Ni(P2N2)2Electrocatalysts

A new synthetic route to complexes of the type Ni(P2N2)22+ with highly functionalized phosphine substituents and the investigation of immobilization effects on these catalysts is reported. Ni(P2N2)22+ complexes have been extensively studied as homogeneous and surface-attached molecular electrocatalysts for the hydrogen evolution reaction (HER). A synthesis based on postsynthetic modification of PArBr2NPh2 was developed and is described here. Phosphonate-modified ligands and their corresponding nickel complexes were isolated and characterized. Subsequent deprotection of the phosphonic ester derivatives provided the first Ni(P2N2)22+ catalyst that can be covalently attached via pendent phosphonate groups to an electrode without involvement of the important pendent amine groups. Mesoporous TiO2 electrodes were surface modified by attachment of the new phosphonate functionalized Ni(P2N2)22+ complexes, and these provided electrocatalytic materials that proved to be competent and stable for sustained HER in aqueous solution at mild pH and low overpotential. We directly compared the new ligand to a previously reported complex that utilized the amine moiety for surface attachment. Using HER as the benchmark reaction, the P-attached catalyst showed a marginally (9-14%) higher turnover number than its N-attached counterpart.

NAPHTHYRIDINE DERIVATIVES AS PRC2 INHIBITORS

Disclosed are compounds of formula (I) or (II) that inhibit Polycomb Repressive Complex 2 (PRC2) activity. In particular, the present invention relates to compounds, pharmaceutical compositions and methods of use, such as methods of treating cancer using the compounds and pharmaceutical compositions of the present invention.

IMIDAZO[1,2-C]PYRIMIDINE DERIVATIVES AS PRC2 INHIBITORS FOR TREATING CANCER

Disclosed are compounds that inhibit Polycomb Repressive Complex 2 (PRC2) activity. In particular, disclosed are compounds of Formula (I) and pharmaceutical compositions thereof, and methods of using the compounds and pharmaceutical compositions in, for example, methods of treating cancer.

A hydrophilic heterogeneous cobalt catalyst for fluoride-free Hiyama, Suzuki, Heck and Hirao cross-coupling reactions in water

A hydrophilic heterogeneous cobalt catalyst of chitosan, denoted as mTEG-CS-Co-Schiff-base, has been successfully prepared. This newly synthesized catalyst was characterized by different methods such as XRD, FE-SEM, TEM, TGA, FT-IR, 13C{1H} CP/MAS NMR, XPS and ICP analyses. The catalyst displayed excellent activity for the palladium and fluoride-free Hiyama, Suzuki, Heck and Hirao reactions of various aryl iodides, bromides and chlorides (i.e., the most challenging aryl halides which are cheaper and more widely available than aryl iodides and bromides) in water. The presence of triethylene glycol tags with hydrophilic character on the Co-complex supported on chitosan provides dispersion of the catalyst particles in water, which leads to higher catalytic performance and also facile catalyst recovery by successive extraction. It was reused for at least six successive runs without any discernible decrease in its catalytic activity or any remarkable changes in catalyst structure. The use of water as a green solvent, without requiring any additive or organic solvent, as well as use of a low cost and abundant cobalt catalyst instead of expensive Pd catalysts along with the catalyst recovery and scalability, make this method favorable from environmental and economic points of view for the C-C and C(sp2)-P coupling reactions. Notably, this is the first report on the application of a cobalt catalyst in Hiyama reactions.

Catalyst-free phosphorylation of aryl halides with trialkyl phosphites through electrochemical reduction

A catalyst-free electrochemical cross-coupling reaction of aryl halides with trialkyl phosphite has been developed. This reaction proceeds in an undivided cell with a low-cost Ni anode and a graphite cathode under mild and neutral conditions. A wide range of functional groups are well-tolerated and the phosphorylated product can be obtained on the gram scale, showing that this transformation has the potential to be a valuable method for the construction of aromatic carbon-phosphorus bonds.

PRC2 INHIBITORS

The present invention relates to compounds that inhibit Polycomb Repressive Complex 2 (PRC2) activity. In particular, the present invention relates to compounds, pharmaceutical compositions and methods of use, such as methods of treating cancer using the compounds and pharmaceutical compositions of the present invention. (Formula (I))

Avisible-light-promoted metal-free strategy towards arylphosphonates: Organic-dye-catalyzed phosphorylation of arylhydrazines with trialkylphosphites

A visible-light-induced metal-free catalytic system was developed for the synthesis of arylphosphonates starting from arylhydrazines and trialkylphosphites. By using the inexpensive eosin B as catalyst, sub-stoichiometric amounts of DABCO, and ambient air as oxidant, diverse arylphosphonates were obtained under visible-light irradiation. Notably, this catalytic system is suitable for gram-scale reaction by utilizing sunlight as an illumination source.

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.