21221-93-2

Usage

Uses

Used in Polymer and Coating Production:
3,5-BIS(TRIFLUOROMETHYL)BENZOPHENONE is used as a photoinitiator for the synthesis of polymers and coatings. Its strong UV absorption properties facilitate the curing process, enhancing the efficiency and performance of the final products.
Used in Inks and Adhesives:
In the ink and adhesive industries, 3,5-BIS(TRIFLUOROMETHYL)BENZOPHENONE is utilized as a photoinitiator to improve the curing speed and adhesion strength of these materials. Its UV absorption capabilities contribute to faster drying times and increased durability.
Used in Dental Materials:
3,5-BIS(TRIFLUOROMETHYL)BENZOPHENONE is employed as a photoinitiator in dental materials, such as dental resins and composites. Its ability to absorb UV light aids in the rapid curing of these materials, resulting in improved dental restorations and enhanced patient comfort.
Used in Pharmaceuticals:
Due to its potential anti-inflammatory and antioxidant properties, 3,5-BIS(TRIFLUOROMETHYL)BENZOPHENONE is of interest for use in pharmaceutical applications. It may be incorporated into formulations to address inflammation and oxidative stress-related conditions.
Used in Cosmetics:
In the cosmetics industry, 3,5-BIS(TRIFLUOROMETHYL)BENZOPHENONE may be used for its potential antioxidant and anti-inflammatory benefits. It could be incorporated into skincare products to protect against environmental stressors and promote skin health.
It is crucial to handle 3,5-BIS(TRIFLUOROMETHYL)BENZOPHENONE with care due to its potential environmental and health hazards. Adhering to safety regulations and proper handling procedures is essential when working with this chemical compound.

InChI:InChI=1/C15H8F6O/c16-14(17,18)11-6-10(7-12(8-11)15(19,20)21)13(22)9-4-2-1-3-5-9/h1-8H

Upstream product

• 27126-93-8 3,5-bis(trifluoromethyl)benzonitrile 
• 80-17-1 benzenesufonyl hydrazide 
• 28144-70-9 anthranilic acid amide 
• 328-70-1 3,6-bis(trifluoromethyl)bromobenzene 
• 591-50-4 iodobenzene 
• 201230-82-2 carbon monoxide 
• 73852-19-4 3,5-bis-trifluromethylphenylboronic acid 
• 1414852-68-8 2-benzoyl-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione 
• 1311484-52-2 MIDA alkenyl-2-boronate 
• 108-86-1 bromobenzene 
• 401-95-6 3,5-Bis(trifluoromethyl)benzaldehyde 
• 328-73-4 3,5-bis(trifluoromethyl)iodobenzene 
• 100-47-0 benzonitrile 
• 17763-67-6 Phenyl triflate 

Downstream Products

• 742097-73-0 C-(3,5-bis-trifluoromethyl-phenyl)-C-phenyl-methylamine 
• 1055315-89-3 [(Et₃P)3Rh(3,5-(CF₃)2C₆H₃)] 
• 1264836-97-6 1-(3,5-bis(trifluoromethyl)phenyl)-2,3-diphenyl-1H-inden-1-ol 
• 1264837-01-5 1-(3,5-bis(trifluoromethyl)phenyl)-3-methyl-2-phenyl-1H-inden-1-ol 

Relevant academic research and scientific papers

Aromatization as an Impetus to Harness Ketones for Metallaphotoredox-Catalyzed Benzoylation/Benzylation of (Hetero)arenes

Herein we report ketones as feedstock materials in radical cross-coupling reactions under Ni/photoredox dual catalysis. In this approach, simple condensation first converts ketones into prearomatic intermediates that then act as activated radical sources for cross-coupling with aryl halides. Our strategy enables the direct benzylation/benzoylation of (hetero)arenes under mild reaction conditions with high functional group tolerance.

Tetra- And Dinuclear Palladium Complexes Based on a Ligand of 2,8-Di-2-pyridinylanthyridine: Preparation, Characterization, and Catalytic Activity

Complexation of L [L = 5-phenyl-2,8-di-2-pyridinyl-anthyridine] with [Pd(CH3CN)4](BF4)2 and [Pd(CH3CN)3Cl](BF4) in a molar ratio of 1:2 rendered the corresponding dinuclear complexes [Pd2L (CH3CN)4](BF4)4 (1) and [Pd2L (CH3CN)2Cl2](BF4)2 (2), respectively. However, treatment of L with (COD)PdCl2 followed by anion exchange yielded a tetranuclear complex [Pd4L3Cl4](PF6)4(4a). Structures of these complexes are characterized by both spectroscopy and X-ray crystallography. Interconversion of these three complexes was studied via the manipulation of stoichiometric ratio of ligand to metal precursor. The catalytic activity of these complexes for carbonylative Suzuki-Miyaura cross-coupling was investigated. Complex 2 shows an excellent catalytic activity on the reaction of aryl iodide with arylboronic acid in the presence of atmospheric pressure of CO to give the corresponding benzophenones.

Suzuki coupling of aroyl-MIDA boronate esters – A preliminary report on scope and limitations

Recent methodological reports for synthesizing acyl-MIDA boronate esters compel an investigation of their potential use as substrates in a standard Suzuki-Miyaura cross-coupling reaction. Here we report the production of benzophenones by C[sbnd]C cross coupling between a benzoyl-MIDA boronate ester and a multitude of aryl bromide substrates in adequate yields following optimization under ambient conditions outside of a glove box. Under these standard conditions, none of several acyl-MIDA boronate esters (in an alkyl series) serves as a competent coupling partner. The substrate scope is also limited by the finding that the corresponding trifluoroborates of both acyl- and aroyltrifluroborates are not suitable substrates. For reasons of availability and synthetic difficulty in procuring other aroyl-MIDA boronates, this preliminary study examines the reactivity of benzoyl-MIDA boronate with several aryl bromide substrates.

Acyl radicals from α-keto acids using a carbonyl photocatalyst: Photoredox-catalyzed synthesis of ketones

Acyl radicals have been generated from α-keto acids using inexpensive and commercially available 2-chloro-thioxanthen-9-one as the photoredox catalyst under visible light illumination. These reactive species added to olefins or coupled with aryl halides via a bipyridylstabilized Ni(II) catalyst, enabling easy access to a diverse range of ketones. This reliable, atom-economical, and eco-friendly protocol is compatible with a wide range of functional groups.

Pd(II)-Catalyzed Denitrogenative and Desulfinative Addition of Arylsulfonyl Hydrazides with Nitriles

A Pd(II)-catalyzed denitrogenative and desulfinative addition of arylsulfonyl hydrazides with nitriles has been successfully achieved under mild conditions. This transformation is a new method for the addition reaction to nitriles with arylsulfonyl hydrazides as arylating agent, thus providing an alternative synthesis of aryl ketones. The reported addition reaction is tolerant to many common functional groups, and works well in the presence of electron-donating and electron-withdrawing substituents. Notably, the reported denitrogenative and desulfinative addition was also appropriate for alkyl nitriles, making this newly developed transformation attractive.

Palladium-catalyzed synthesis of diaryl ketones from aldehydes and (hetero)aryl halides via C-H bond activation

We developed a palladium-catalyzed C-H transformation that enabled the synthesis of ketones from aldehydes and (hetero)aryl halides. The use of picolinamide ligands was key to achieving the transformation. Heteroaryl ketones, as well as diaryl ketones, were synthesized in good to excellent yields, even in gram-scale, using this reaction. Results of density functional theory (DFT) calculations support the C-H bond activation pathway.

Introducing Glycerol as a Sustainable Solvent to Organolithium Chemistry: Ultrafast Chemoselective Addition of Aryllithium Reagents to Nitriles under Air and at Ambient Temperature

Edging closer towards developing air and moisture compatible polar organometallic chemistry, the chemoselective and ultrafast addition of a range of aryllithium reagents to nitriles has been accomplished by using glycerol as a solvent, at ambient temperature in the presence of air, establishing a novel sustainable access to aromatic ketones. Addition reactions occur heterogeneously (“on glycerol conditions”), where the lack of solubility of the nitriles in glycerol and the ability of the latter to form strong intermolecular hydrogen bonds seem key to favouring nucleophilic addition over competitive hydrolysis. Remarkably, PhLi exhibits a greater resistance to hydrolysis working “on glycerol” conditions than “on water”. Introducing glycerol as a new solvent in organolithium chemistry unlocks a myriad of opportunities for developing more sustainable, air and moisture tolerant main-group-metal-mediated organic synthesis.

Preparation method of aromatic ketone

The invention discloses a preparation method of aromatic ketone. Under the effects of a palladium catalyst and a nitrogen-containing ligand, nitrile compounds and arylsulfonylhydrazide take desulfurization addition reaction in an organic solvent; after the reaction is completed, post treatment is performed to obtain aromatic ketone. The reaction is applicable to aromatic nitrile compounds, and isalso applicable to aliphatic nitrile compounds; the reaction realizes the wide substrate applicability and functional group tolerance; the potential application value is realized in the aspect of aryl-carbonyl building.

Method for preparing aromatic ketone in aqueous phase

The invention discloses a method for preparing aromatic ketone in an aqueous phase, comprising the following steps: enabling aryl formyl potassium formate and aryl potassium fluoborate to generate decarboxylation acylation reaction in water under the actions of a silver catalyst and an oxidizing agent, and performing treatment after reaction is ended to obtain the disclosed aromatic ketone. According to the preparation method, the silver catalyst replaces a noble metal catalyst, water is taken as a solvent, an aromatic ketone product is obtained with relatively high yield, the adopted catalystis low in cost and easy to obtain, reaction conditions are mild, and meanwhile, the product is good in university, and therefore, the method has good application potential.

Ag(i)/persulfate-catalyzed decarboxylative coupling of α-oxocarboxylates with organotrifluoroborates in water under room temperature

The decarboxylative coupling reaction of α-oxocarboxylates and organotrifluoroborates was carried out smoothly in the presence of catalytic AgNO3 using K2S2O8 as oxidant to generate diarylketone products in high