53591-79-0

Usage

Uses

Used in Organic Synthesis:
1-(2',4'-difluoro[1,1'-biphenyl]-4-yl)ethan-1-one is used as a synthetic intermediate for the preparation of various organic compounds. Its fluorinated nature allows for specific reactivity patterns that can be exploited in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Materials Science:
In the field of materials science, 1-(2',4'-difluoro[1,1'-biphenyl]-4-yl)ethan-1-one is used as a building block for the development of new materials with tailored properties. The incorporation of fluorine can influence the material's thermal stability, chemical resistance, and other physical characteristics, making it suitable for applications such as high-performance plastics and coatings.
Used in Research:
1-(2',4'-difluoro[1,1'-biphenyl]-4-yl)ethan-1-one serves as a research tool for studying the effects of fluorination on the properties of organic compounds. It is used in academic and industrial laboratories to explore new reaction pathways and to understand the fundamental chemistry of fluorinated biphenyl systems.
Used in Pharmaceutical Industry:
1-(2',4'-difluoro[1,1'-biphenyl]-4-yl)ethan-1-one is used as a key component in the development of new pharmaceutical agents. Its unique structure can contribute to the design of drugs with improved pharmacokinetic and pharmacodynamic profiles, potentially leading to more effective treatments for various diseases.
Used in Chemical Synthesis Industry:
In the chemical synthesis industry, 1-(2',4'-difluoro[1,1'-biphenyl]-4-yl)ethan-1-one is used as a versatile reagent for the production of a wide range of chemical products. Its ability to participate in various types of chemical reactions makes it a valuable asset in the synthesis of complex organic molecules.

Upstream product

• 99-90-1 para-bromoacetophenone 
• 144025-03-6 2,4-difluorophenylboronic acid 
• 367-25-9 2,4-difluorophenylamine 
• 75-36-5 acetyl chloride 
• 37847-52-2 2,4-difluorobiphenyl 
• 497-19-8 sodium carbonate 
• 99-91-2 para-chloroacetophenone 
• 108-24-7 acetic anhydride 

Downstream Products

• 59089-67-7 4-(2,4-difluorophenyl)phenyl acetate 

Relevant academic research and scientific papers

Synthesis of zwitterionic palladium complexes and their application as catalysts in cross-coupling reactions of aryl, heteroaryl and benzyl bromides with organoboron reagents in neat water

N-(3-Chloro-2-quinoxalinyl)-N′-arylimidazolium salts (aryl = 2,6-diisopropylphenyl [HL1Cl]Cl, aryl = mesityl [HL2Cl]Cl) have been synthesized by treating 2,3-dichloroquinoxaline with the corresponding N′-arylimidazole in neat water. Facile reactions of these imidazolium salts with Pd(PPh3)4 and Pd2(dba)3/PPh3 (dba = dibenzyledene acetone) at 50 °C have afforded zwitterionic palladium(ii) complexes [Pd(HL1)(PPh3)Cl2] (I) and [Pd(HL2)(PPh3)Cl2] (II) in excellent yields. I and II have been tested for their ability to catalyze Suzuki-Miyaura cross coupling (SMC) reactions in neat water/K2CO3 and are found to be highly active for carrying out these reactions between aryl bromides and organoboron reagents. Furthermore, the scope of the catalyst I was also examined by employing (hetero)aryl bromides, hydrophilic aryl bromides, benzyl bromides and various organoboron reagents. More than 80 aryl/benzyl bromide-arylboronic acid combinations were screened in neat water/K2CO3 and it was found that I was a versatile catalyst, which produced biaryls/diarylmethanes in excellent yields. A TON of 82 000 was achieved by using I. Studies on the mechanism have also been carried out to investigate the involvement of carbene complexes in the catalytic path. Poison tests and a two-phase test were also conducted and the results are reported.

Water-soluble salen-Pd complex as an efficient catalyst for Suzuki-Miyaura reaction of sterically hindered substrates in pure water

Water-soluble 2N2O-salen ligands and their palladium complexes were synthesized and used as efficient catalysts for the Suzuki-Miyaura reactions in pure water. Notably, the reactions of substrates with sterically demanding ortho substituents (aryl bromides and/or arylboronic acids) proceed smoothly to generate corresponding products with moderate to high yields using 0.5 mol % (salph)Pd (salph=N,N′-bis(4-SO3Na-salicylidene)-1,2-phenylenediamine) as the catalyst. Importantly, the catalytic system has the wide substrate scope and the high tolerance to various functional groups, including cyano, amino, nitro, methoxy, and acetyl. Moreover, the biaryl compounds were also obtained on a multi-gram scale by simple recrystallization with the system in the absence of any organic solvent, surfactant, or phase transfer agent and the catalyst was reused directly for the next cycle. Particularly, this protocol can be applied to synthesize aryl-substituted carbazolyl compounds.

Dichlorobis(dibenzyl diisopropylphosphoramidite)palladium-catalyzed suzuki coupling of aryl chlorides in n-methyl pyrrolidone under aerobic conditions

The air and moisture stable dichlorobis(dibenzyl diisopropylphosphoramidite)-palladium {[(PhCH2O) 2P(CH33)2CHNCH(CH33) 2]2PdCl2} (2) containing electron-rich, sterically bulky phosphane (1) has been successfully used in palladium-catalyzed Suzuki cross-coupling of aryl chlorides in N-methyl pyrrolidone under aerobic conditions. The corresponding coupling products were obtained in satisfactory to excellent yields.

An inexpensive and highly stable palladium(II) complex for room temperature Suzuki coupling reactions under ambient atmosphere

A new air- and moisture-stable Pd(II) complex 3, which is a highly efficient catalyst for Suzuki reaction with low Pd-catalyst loading (0.01%), has been synthesized and characterized by single-crystal X-ray crystallography. The corresponding Suzuki coupling products were obtained in satisfactory to excellent yields at room temperature in aqueous media under ambient atmosphere.

Synthesis of chlorinated biphenyls by Suzuki cross-coupling using diamine or diimine-palladium complexes

Several novel diimines (Salen-type ligands) 2a-2i and their reduced diamine counterparts 3b,3d-3g and 3i form complexes 4a-4i, 5b,5d-5g, and 5i with PdCl2 in DMF or methanol. Using 1 mol-% of the isolated complexes 4e and 5f many polychlorinated biphenyls (PCBs) can be prepared in moderate to excellent yields according to the Suzuki cross-coupling protocol with contact to air. Several 4-acetylbiphenyls prepared by this method can be converted in moderate yields into the corresponding biphenylcarboxylic acids (BCAs) by alkaline cleavage. An X-ray crystal structure determination confirms the structure of complex 5f. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.

Palladium catalysed cross-coupling of aryl bromides with functionalised arylboronic acids in the presence of a tetraphosphine ligand

Cis,cis,cis-1,2,3,4-tetrakis(diphenylphosphinomethyl)cyclopentane/[PdCl(C 3H5)]2 system catalyses efficiently the cross-coupling of aryl bromides with functionalised arylboronic acids. The electronic properties of the aryl

Process for preparing 4-(2,4-difluorophenyl)-salicyclic acid

5-(2,4-difluorophenyl)salicylic acid, an anti-inflammatory, anti-pyretic, analgesic agent is prepared by: (1) diazotizing 2,4-difluoroaniline in the presence of benzene to yield 2,4-difluorobiphenyl; (2) Friedel-Crafts acylation to produce 2',4'-difluoro-4-alkanoylbiphenyl; (3) oxidation of the alkanoyl group to produce 2',4'-difluoro-4-alkanoyloxybiphenyl; (4) hydrolysis of the alkanoyl group to produce 4-(2,4-difluorophenyl)phenol; and (5) Kolbe-Schmitt carboxylation to produce the final product.

N-1-(p-Biphenylalkyl)piperazines and their use as anti-inflammatory agents

This invention relates to N-1(p-biphenylalkyl) piperazines, to the processes for making such compounds and to the use of such compounds as anti-inflammatory agents, particularly useful in the treatment of rheumatoid arthritis.

2-(Substituted biphenylyl) propionic acids

2-(Substituted biphenylyl)propionic acids and salts and esters thereof, said substituents being selected from fluorine and bromine atoms, useful as anti-inflammatory agents, and their preparation.