342-23-4

Usage

Uses

Used in Cosmetics Industry:
2,2'-difluorobenzophenone is used as a UV absorber in sunscreens and other cosmetic products for its ability to protect the skin and hair from damage caused by exposure to UV radiation. It achieves this by absorbing and dissipating UVB rays, thereby preventing them from penetrating the skin and causing harm.
Used in Polymer and Coatings Industry:
In the manufacturing of polymers, coatings, adhesives, and inks, 2,2'-difluorobenzophenone serves as a photoinitiator. It plays a crucial role in the curing process by initiating the polymerization reaction when exposed to light, which is vital for the production of these materials.
However, it is important to note that 2,2'-difluorobenzophenone has been found to have potential endocrine-disrupting properties. This discovery has raised concerns about its safety and environmental impact, prompting further research and evaluation of its use in various applications.

Upstream product

• 1072-85-1 o-fluorobromobenzene 
• 393-52-2 2-Fluorobenzoyl chloride 
• 501-53-1 benzyl chloroformate 
• 213128-18-8 benzyl (diphenylmethylene)carbamate 
• 119-61-9 benzophenone 
• 201230-82-2 carbon monoxide 
• 1993-03-9 o-fluorophenylboronic acid 
• 126348-18-3 2,2'-difluorobenzilic acid 
• 261925-13-7 bis(2-fluorophenyl)methanol 
• 446-52-6 2-Fluorobenzaldehyde 
• 462-06-6 fluorobenzene 

Downstream Products

• 126348-19-4 diethyl di(2-fluorophenyl)methylenemalonate 
• 1012079-84-3 2-(4,6-Dimethoxy-pyrimidin-2-yloxy)-3,3-bis-(2-fluoro-phenyl)-3-methoxy-propionic acid methyl ester 
• 790658-80-9 bis(2-fluorophenyl)methanamine 
• 1356164-17-4 ethyl 3,3-bis(2-fluorophenyl)acrylate 
• 60536-21-2 10-benzylacridine-9(10H)-one 

Relevant academic research and scientific papers

Pd-Catalysed direct C(sp2)-H fluorination of aromatic ketones: Concise access to anacetrapib

The Pd-cataylsed direct ortho-C(sp2)-H fluorination of aromatic ketones has been developed for the first time. The reaction features good regioselectivity and simple operations, constituting an alternative shortcut to access fluorinated ketones. A concise synthesis of anacetrapib has also been achieved by using late-stage C-H fluorination as a key step.

Unusual Fusion of α-Fluorinated Benzophenones under McMurry Reaction Conditions

By exposure of α-fluorinated benzophenones to McMurry reaction conditions, we have observed the remarkable formation of 9,10-diphenylanthracene derivatives. This unexpected transformation necessitates the cleavage of the exceptionally stable aromatic C?F bond under mild McMurry conditions. In this work, the condensation of several related fluorinated benzo- and acetophenones has been investigated, which allow us to propose a domino-like fusion mechanism for this unusual transformation. The scope and limitations of the fluorine-promoted benzophenone fusion are subsequently discussed.

Tailoring Diindenochrysene through Intramolecular Multi-Assemblies by C?F Bond Activation on Aluminum Oxide

The unique nature of the alumina-mediated cyclodehydrofluorination gives the opportunity to execute the preprogrammed algorithm of the C?C couplings rationally built into a precursor. Such multi-assemblies facilitate the construction of the carbon-skeleton, superseding the conventional step-by-step by the one-pot intramolecular assembly. In this work, the feasibility of the alumina-mediated C?F bond activation approach for multi-assembly is demonstrated on the example of a fundamental bowl-shaped polycyclic aromatic hydrocarbon (diindenochrysene) through the formation of all “missing” C?C bonds at the last step. Beside valuable insights into the reaction mechanism and the design of the precursors, a facile pathway enabling the two-step synthesis of diindenochrysene was elaborated, in which five C?C bonds form in a single synthetic step. It is shown that the relative positions of fluorine atoms play a crucial role in the outcome of the assembly and that governing the substituent positions enables the design of effective precursor molecules “programmed” for the consecutive C?C bond formations. In general, these findings push the state of the field towards the facile synthesis of sophisticated bowl-shaped carbon-based nanostructures through multi-assembly of fluoroarenes.

Method for preparing symmetric diarylketone through catalytic oxidative carbonylation

The invention discloses a method for preparing symmetric diarylketone of a formula (I) as shown in the description. The method comprises the following steps: mixing arylboronic acid (II) (Ar-B(OH)2 (II)), a palladium catalyst, a promoter and an organic solvent in a reactor, introducing air and CO having a volume ratio of (7-19):1, reacting under the conditions of a pressure of 1-6 atm and a temperature of 30-80 DEG C for 8-16 hours, and performing after-treatment on the reaction solution, thereby obtaining the product symmetric diarylketone. According to the method disclosed by the invention,the air directly serves as an oxidizing agent to replace the O2 to be applied to oxidative carbonylation of the arylboronic acid, and the ratio of the air to CO is beyond an explosion limit. Therefore, the catalytic system is safe and economic. The palladium catalyst is small in dosage and simple in separation and can be recycled for several times. The method disclosed by the invention is mild inreaction condition, excellent in substrate suitability and high in yield.

Ligand-Free Palladium-Catalyzed Oxidative Carbonylative Homocoupling of Arylboron Reagents at Ambient Pressure

Arylboronic acids or potassium aryltrifluoroborates were readily oxidatively carbonylated to their corresponding diaryl ketones in high yields with high selectivities by ligand-free palladium-catalyzed homocoupling at atmospheric pressure. This novel method employs molecular oxygen or iodine as the oxidant and offers an attractive alternative to transition-metal-based oxidant systems.

Palladium-catalyzed oxidative carbonylation for the synthesis of symmetrical diaryl ketones at atmospheric co pressure

A mild and efficient synthesis of symmetrical diaryl ketones by palladium-catalyzed oxidative carbonylation of arylboronic acids with carbon monoxide at atmospheric pressure is reported. Georg Thieme Verlag Stuttgart New York.

Pd-catalyzed enantioselective C-H iodination: Asymmetric synthesis of chiral diarylmethylamines

An enantioselective C-H iodination reaction using a mono-N-benzoyl- protected amino acid has been developed for the synthesis of chiral diarylmethylamines. The reaction uses iodine as the sole oxidant and proceeds at ambient temperature and under air.

Novel inhibitors of the gardos channel for the treatment of sickle cell disease

Sickle cell disease (SCD) is a hereditary condition characterized by deformation of red blood cells (RBCs). This phenomenon is due to the presence of abnormal hemoglobin that polymerizes upon deoxygenation. This effect is exacerbated when dehydrated RBCs experience a loss of both water and potassium salts. One critical pathway for the regulation of potassium efflux from RBCs is the Gardos channel, a calcium-activated potassium channel. This paper describes the synthesis and biological evaluation of a series of potent inhibitors of the Gardos channel. The goal was to identify compounds that were potent and selective inhibitors of the channel but had improved pharmacokinetic properties compared to 1, Clotrimazole. Several triarylamides such as 10 and 21 were potent inhibitors of the Gardos channel (IC50 of 10 nM) and active in a mouse model of SCD. Compound 21 (ICA-17043) was advanced into phase 3 clinical trials for SCD.

NOVEL TRANSITION METAL COMPLEX AND PROCESS FOR PRODUCING OPTICALLY ACTIVE ALCOHOL WITH THE COMPLEX

A novel transition metal complex, preferably a ruthenium-phosphine complex or rhodium-phosphine complex, which is effectively usable in various asymmetric syntheses and, in particular, is more effectively usable in the asymmetric hydrogenation of various ketones; and a novel process for producing an optically active alcohol with the complex. The novel transition metal complex includes a ligand obtained by introducing a diarylphosphino group into each of the 2- and 2'-positions of diphenyl ether, benzophenone, benzhydrol, or the like. It preferably further includes an optically active 1,2-diphenylethylenediamine coordinated thereto. The complex preferably is a novel diphosphine-ruthenium-optically active diamine complex or diphosphine-rhodium-optically active diamine complex. The process comprises using the complex as an asymmetric hydrogenation catalyst to conduct the asymmetric hydrogenation of a ketone compound to thereby obtain an optically active alcohol in a high optical purity and a high yield.