53458-16-5

Usage

Uses

Used in Pharmaceutical Industry:
4,4'-DIFLUOROBENZOIN serves as a crucial precursor in the synthesis of various pharmaceuticals. Its unique structure allows for the development of new drugs with specific therapeutic properties, making it an indispensable component in medicinal chemistry.
Used in Agrochemical Industry:
In the agrochemical sector, 4,4'-DIFLUOROBENZOIN is utilized as a key intermediate in the production of pesticides and other agrochemicals. Its incorporation enhances the effectiveness and selectivity of these products, contributing to improved agricultural practices.
Used in Fine Chemicals Production:
4,4'-DIFLUOROBENZOIN is also employed as a building block in the preparation of fine chemicals, which are high-purity chemicals used in various applications, including the fragrance, flavor, and specialty chemical industries.
Used in Dyes and Pigments Industry:
4,4'-DIFLUOROBENZOIN plays a significant role in the production of dyes and pigments, where its chemical properties contribute to the color intensity and stability of the final products. Its use in this industry is instrumental in creating vibrant and long-lasting colors for various applications.
Overall, 4,4'-DIFLUOROBENZOIN's diverse applications across different industries underscore its importance as a synthetic building block and precursor in the development of a wide range of products, from life-saving pharmaceuticals to colorants in various consumer goods.

InChI:InChI=1/C14H10F2O2/c15-11-5-1-9(2-6-11)13(17)14(18)10-3-7-12(16)8-4-10/h1-8,13,17H

Upstream product

• 366-68-7 4,4'-difluorodeoxybenzoin 
• 459-57-4 4-fluorobenzaldehyde 
• 125971-57-5 4-methyl-3-oxo-N-phenyl-2-(phenylmethylene)pentanamide 
• 292638-85-8 acrylic acid methyl ester 
• 579-39-5 1,2-bis(4-fluorophenyl)ethane-1,2-dione 
• 100-52-7 benzaldehyde 
• 2251-76-5 2-(4-fluorophenyl)-2-oxoacetic acid 
• 82128-66-3 2-(4-fluorophenyl)-2-(trimethylsilyloxy)acetonitrile 
• 611-73-4 Benzoylformic acid 
• 532-28-5 (RS)-mandelonitrile 
• 107-13-1 acrylonitrile 
• 78-94-4 methyl vinyl ketone 

Downstream Products

• 107680-41-1 1,2-Bis-(4-fluoro-phenyl)-2,3-dihydroxy-propan-1-one 
• 143546-92-3 (3-{2-[4,5-Bis-(4-fluoro-phenyl)-oxazol-2-yl]-ethyl}-phenoxy)-acetic acid methyl ester 
• 458-76-4 4,4'-difluorobibenzyl 
• 366-68-7 4,4'-difluorodeoxybenzoin 
• 68163-71-3 4,5-bis(4-fluorophenyl)-1H-imidazole 
• 73181-88-1 4,5-bis(4-fluorophenyl)-1H-imidazole-2-thiol 
• 579-39-5 1,2-bis(4-fluorophenyl)ethane-1,2-dione 
• 268745-68-2 2,3-bis(4-fluorophenyl)-6-(4-hydroxyphenoxy)quinoxaline 
• 654674-32-5 (4-fluorophenyl)-[α-(5-chloropyrimidin-2-yloxy)-4-fluorobenzyl]-ketone 
• 1062157-97-4 1,2-bis-(4-fluoro-phenyl)-2-hydroxy-pent-4-en-1-one 
• 1196070-08-2 1,2-bis(4-fliorophenyl)-2-oxoethyl pivalate 
• 1196070-07-1 1,2-bis(4-fluorophenyl)-2-oxoethyl acetate 
• 1196070-06-0 1,2-bis(4-fluorophenyl)-2-oxoethyl methanesulfonate 

Relevant academic research and scientific papers

Organocatalytic Synthesis of Substituted Vinylene Carbonates

The organocatalytic synthesis of substituted vinylene carbonates from benzoins and acyloins was studied using diphenyl carbonate as a carbonyl source. A range of N-Heterocyclic Carbene (NHC) precursors were screened and it was found that imidazolium salts were the most active for this transformation. The reaction occurs at 90 °C under solvent-free conditions. A wide range of substituted vinylene carbonates (symmetrical and unsymmetrical, aromatic or aliphatic), including some derived from natural products, were prepared with 20–99% isolated yields (24 examples). The reaction was also developed using thermomorphic polyethylene-supported organocatalysts as recoverable and recyclable species. The use of such species facilitates the workup and allows the synthesis of vinylene carbonates on the preparative scale (>30 g after 5 runs). (Figure presented.).

Synthesis and in vitro anticancer activities of selenium N-heterocyclic carbene compounds

Fourteen novel selenium N-heterocyclic carbene (Se-NHC) compounds derived from 4,5-diarylimidazole were designed, synthesized, and evaluated as antiproliferative agents. Most of them were more effective toward A2780 ovarian cancer cells than HepG2 hepatocellular carcinoma cells. Among them, the most active compound 2b was about fourfold more active than the positive control ebselen against A2780 cells. In addition, this compound displayed twofold higher cytotoxicity to A2780 cells than to IOSE80 normal ovarian epithelial cells. Further studies revealed that 2b could induce reactive oxygen species production, damage mitochondrial membrane potential, block the cells in the G0/G1 phase, and finally promote A2780 cell apoptosis.

Zinc salt-catalyzed reduction of α-aryl imino esters, diketones and phenylacetylenes with water as hydrogen source

The zinc salt-catalyzed reduction of α-aryl imino esters, diketones and phenylacetylenes with water as hydrogen source and zinc as reductant was successfully conducted. The presented method provides a low-cost, environmentally friendly and practical preparation of α-aryl amino esters, α-hydroxyketones and phenylethylenes. By using D2O as deuterium source, the corresponding products were obtained in high efficiency with excellent deuterium incorporation rate, which gives a cheap and safe tool for access to valuable deuterium-labelled compounds. This journal is

N-Heterocyclic Carbene Acyl Anion Organocatalysis by Ball-Milling

The ability to conduct N-heterocyclic carbene-catalysed acyl anion chemistry under ball-milling conditions is reported for the first time. This process has been exemplified through applications to intermolecular-benzoin, intramolecular-benzoin, intermolecular-Stetter and intramolecular-Stetter reactions including asymmetric examples and demonstrates that this mode of mechanistically complex organocatalytic reaction can operate under solvent-minimised conditions.

Specific group modified N1 and N3 substituted 4,5-diaryl imidazole ring carbine rhodium complex and preparation method and application thereof

The invention discloses a specific group modified N1 and N3 substituted 4,5-diaryl imidazole ring carbine rhodium complex and a preparation method and application thereof. The structure of the rhodiumcomplex is shown as the formula II (please see the specification for the formula II), wherein R1 is selected from halogen, and C1-4 alkoxy or aryl, R2 is selected from C1-4 alkyl, and substituted ornon-substituted C1-4 alkyl, and a substituent group is selected from an aromatic ring or C3-6 cycloalkyl. In-vivo experiments show that the tumor growth inhibition rate of the rhodium complex under the dosage of 10 mg.kg can reach 45%, and the rhodium complex has the very high tumor growth inhibition capability and high safety, and has good application prospects in the aspect of developing novel non-platinum efficient anticancer drugs.

A novel bi-functional surfactant-based paramagnetic deep-eutectic catalyst for improved benzoin condensation and multi-component synthesis of pyrrole derivatives

A new professional magnetic surfactant-based deep-eutectic (DE) and viscose liquefy catalyst (GS2+·2FeCl4, MGSFe) was synthesized by an optimized reaction of the as-prepared cationic gemini-surfactant (GS) with two moles of FeCl3·6H2O. The structure of the GS and MGSFe were characterized by NMR, FT-IR, UV–visible, CHN, pH, surface tension (?), and vibrating sample magnetometry (VSM) analyses. The MGSFe, that is a high viscose brownish liquid at >50 °C, was successfully tested as a highly active paramagnetic catalyst for improved benzoin condensation and three-component synthesis of substituted pyrroles with the highest turnover number (TON) and turnover frequency (TOF) that ever reported for this purpose. The superior activity of MGSFe is due to its amphiphile properties, the synergistic effects between GS2+ and 2FeCl4 ? as hydrogen-bond-donor and magnetic hydrogen-bond-acceptor components of this novel magneto-responsive DE, and reusability without loss of activity even in four consequence cycles run for synthesis of pyrroles. This magnetic GS-based DE can be used as oil miscible additive, pollutant adsorbent, and carrier of biomaterials to targeted poisons.

A new rhodium(I) NHC complex inhibits TrxR: In vitro cytotoxicity and in vivo hepatocellular carcinoma suppression

Thioredoxin reductase (TrxR) is often overexpressed in different types of cancer cells including hepatocellular carcinoma (HCC) cells and regarded as a target with great promise for anticancer drug research and development. Here, we have synthesized and characterized nine new designed rhodium(I) N-heterocyclic carbene (NHC) complexes. All of them were effective towards cancer cells, especially complex 1e was more active than cisplatin and manifested strong antiproliferative activity against HCC cells. In vivo anticancer studies showed that 1e significantly repressed tumor growth in an HCC nude mouse model and ameliorated liver lesions in a chronic HCC model caused by CCl4. Notably, a mechanistic study revealed that 1e can strongly inhibit TrxR system both in vitro and in vivo. Furthermore, 1e promoted intracellular ROS accumulation, damaged mitochondrial membrane potential, promoted cancer cell apoptosis and blocked the cells in the G1 phase.

Umpolung Reactivity of Aldehydes toward Carbon Dioxide

Carbon dioxide is an intrinsically stable molecule. Therefore, its activation requires extra energy input in the form of reactive reagents and/or activated catalysts and, often, harsh reaction conditions. Reported here is a direct carboxylation reaction of aromatic aldehydes with carbon dioxide to afford α-keto acids as added-value products. In situ generation of a reactive cyanohydrin was the key to the successful carboxylation reaction under operationally mild reaction conditions (25–40 °C, 1 atm CO2). The resulting α-keto acids served as a platform for α-amino acid synthesis by reductive amination reactions, illustrating the chemical synthesis of essential bioactive molecules from carbon dioxide.

NOVEL COMPOUND, PHOTOPOLYMERIZATION INITIATOR COMPRISING SAID COMPOUND, AND PHOTOSENSITIVE RESIN COMPOSITION CONTAINING SAID PHOTOPOLYMERIZATION INITIATOR

The purpose of the present invention is to provide: a novel compound which can generate a base and radical upon the irradiation with an active energy ray; a photopolymerization initiator which comprises the novel compound; and a photosensitive resin composition which contains the photopolymerization initiator, has high sensitivity and excellent storage stability, and can be formed into a cured article that does not have a metal-corrosive property. The novel compound is represented by formula (1): (wherein R1 to R6 independently represent a hydrogen atom, a hydroxy group, an alkoxy group, an organic group other than the aforementioned substituents, or the like; X represents a residue having a structure such that n hydrogen atoms are removed from a saturated hydrocarbon containing a ring structure; and n represents an integer of 1 to 6).

COMPOUNDS AND USES THEREOF IN THE TREATMENT OF CANCERS AND OTHER MEDICAL CONDITIONS

There are provided compounds, their preparation and their use in the treatment of medical conditions including cancers and immune disorders.