709-21-7

Usage

Uses

Used in Pharmaceutical Industry:
PHENYL-2,2,2-TRIFLUOROETHYL-KETONE is used as a synthetic intermediate for the production of various pharmaceuticals. Its unique properties allow it to be a key component in the creation of new and existing medications, contributing to the development of healthcare solutions.
Used in Agrochemical Industry:
In the agrochemical sector, PHENYL-2,2,2-TRIFLUOROETHYL-KETONE is utilized as an intermediate in the synthesis of compounds that are integral to agricultural chemicals, potentially enhancing crop protection and yield.
Used as a Solvent in Chemical Reactions:
PHENYL-2,2,2-TRIFLUOROETHYL-KETONE is employed as a solvent in a range of chemical processes. Its ability to dissolve a variety of substances makes it a valuable asset in facilitating certain reactions, thereby contributing to the advancement of chemical research and industrial applications.
Used as a Reagent in Organic Synthesis:
PHENYL-2,2,2-TRIFLUOROETHYL-KETONE also serves as a reagent in organic synthesis, where it aids in the formation of new chemical entities. Its reactivity and stability make it suitable for use in the synthesis of complex organic molecules, further expanding its utility in the field of chemistry.

InChI:InChI=1/C9H7F3O/c10-9(11,12)6-8(13)7-4-2-1-3-5-7/h1-5H,6H2

Upstream product

• 75-38-7 Vinylidene fluoride 
• 455-32-3 benzoyl fluoride 
• 2712-80-3 phenylperfluoroisobutylene 
• 3433-56-5 1-(1-phenylvinyl)pyrrolidine 
• 1184-76-5 difluorodiiodomethane 
• 772-62-3 3,3,3-trifluoro-1-phenylpropyne 
• 119197-24-9 3-chloro-4,4,4-trifluoro-2-phenyl-but-2-enal 
• 121194-20-5 Methyl-((E)-3,3,3-trifluoro-1-phenyl-propenyl)-diazene 
• 142820-53-9 4,4,4-Trifluoro-2-phenyl-butyraldehyde 
• 129946-88-9 Umemoto's reagent 
• 98-86-2 acetophenone 
• 13735-81-4 1-styrenyloxytrimethylsilane 
• 421-83-0 trifluoromethane sulfonyl chloride 
• 680-15-9 2,2-difluoro-2-(fluorosulfonyl)acetate 

Downstream Products

• 13541-06-5 3,3,3-trifluoro-1-(3-nitrophenyl)propan-1-one 
• 13541-07-6 o-Nitro-β,β,β-trifluor-propiophenon 
• 561007-12-3 4,4,4-trifluoro-2-hydroxy-2-phenylbutyronitrile 
• 13541-17-8 1-(3-Brom-phenyl)-2-trifluormethyl-ethylen 
• 13541-29-2 1-(3-bromophenyl)-3,3,3-trifluoropropan-1-ol 
• 13541-08-7 3,3,3-trifluoro-1-(3-nitrophenyl)propan-1-ol 
• 13541-10-1 1-Nitro-3-(3,3,3-trifluoro-1-nitrooxy-propyl)-benzene 
• 718-14-9 1-nitro-3-(3,3,3-trifluoroprop-1-en-1-yl)benzene 
• 13541-13-4 3-Amino-β,β,β-trifluor-propiophenon 
• 1146597-08-1 4,4'-(1,3-phenylene)bis(2,6-diphenyl-5-(trifluoromethyl)nicotinonitrile) 
• 1312930-84-9 C₉H₉F₃O 
• 1331770-44-5 C₉H₉F₃O 
• 949586-52-1 (R)-(-)-3,3,3-trifluoro-2-hydroxy-1-phenylpropan-1-one 
• 1393677-24-1 (S)-2-(tert-butyloxycarbonylamino)-5-trifluoromethyl-5-phenylpent-4-enoic acid 

Relevant academic research and scientific papers

Circumventing Intrinsic Metal Reactivity: Radical Generation with Redox-Active Ligands

Nickel complexes have gained sustained attention as efficient catalysts in cross-coupling reactions and co-catalysts in dual systems due to their ability to react with radical species. Central to this reactivity is nickel's propensity to shuttle through several accessible redox states from Ni0 to NiIV. Here, we report the catalytic generation of trifluoromethyl radicals from a nickel complex bearing redox-active iminosemiquinone ligands. This unprecedented reactivity is enabled through ligand-based oxidation performing electron transfer to an electrophilic CF3+ source while the nickel oxidation state is preserved. Additionally, extension of this reactivity to a copper complex bearing a single redox equivalent is reported, thus providing a unified reactivity scheme. These results open new pathways in radical chemistry with redox-active ligands.

Multicomponent Cascade Synthesis of Trifluoroethyl Isoquinolines from Alkynes and Vinyl Azides

A multicomponent cascade reaction is described that provides concise access to the trifluoroethyl isoquinolines using a Rh(III)-Cu(II) bimetallic system and readily available Togni's reagent. The system tolerates various vinyl azides and internal alkynes. Experimental results suggest that Togni's reagent might act as a CF3 radical supplier.

Rhodium-catalyzed α-fluoroalkylation reaction of ketones using silyl enol ethers

The treatment of silyl enol ethers with fluoroalkyl halides (Rf-X) in the presence of RhCl(PPh3)3 gave α-fluoroalkylated ketones. It seems that a rhodium complex derived from the silyl enol ether and RhCl(PPh3)

Synthesis method of alpha or beta-substituted aromatic ketone

The invention discloses a synthesis method of alpha-or beta-substituted aromatic ketone. The method comprises the following steps: under the condition of inert gas, reacting alpha-oxo-aryl ethanone compounds, B2pin2, PDI-CoCl2 and MBHEt3 in an organic solvent at room temperature, then adding a compound 2, and continuously reacting to obtain a compound 3, wherein in the MBHEt3, M is an alkali metal; the compound 2 is selected from the group consisting of deuterated methanol, Selectfluoro, a TogniII reagent or R2CHO; R2 is an aromatic substituent or alkyl; the organic solvent is an aprotic organic solvent. According to the method, the alpha-oxo aryl ethanone is used as a raw material, a cheap and stable boron reagent and an efficient cobalt catalyst which is cheap and easy to obtain are used, an activating reagent MBHEt3 is added to generate an enol boron ether intermediate, then the enol boron ether intermediate and different electrophilic reagents are synthesized into alpha-or beta-substituted aromatic ketone, the reaction is carried out at normal temperature, and the operation is convenient.

Electrochemical Synthesis of Fluorinated Ketones from Enol Acetates and Sodium Perfluoroalkyl Sulfinates

The electrochemical synthesis of fluorinated ketones from enol acetates and RfSO2Na in an undivided cell under constant current conditions was developed. The electrosynthesis proceeded via perfluoroalkyl radical generation from sodium perfluoroalkyl sulfinate followed by addition to the enol acetate and transformation of the resulting C radical to a fluorinated ketone. The method is applicable to a wide range of enol acetates and results in the desired products in yields of 20 to 85%.

A General Organocatalytic System for Electron Donor-Acceptor Complex Photoactivation and Its Use in Radical Processes

We report herein a modular class of organic catalysts that, acting as donors, can readily form photoactive electron donor-acceptor (EDA) complexes with a variety of radical precursors. Excitation with visible light generates open-shell intermediates under mild conditions, including nonstabilized carbon radicals and nitrogen-centered radicals. The modular nature of the commercially available xanthogenate and dithiocarbamate anion organocatalysts offers a versatile EDA complex catalytic platform for developing mechanistically distinct radical reactions, encompassing redox-neutral and net-reductive processes. Mechanistic investigations, by means of quantum yield determination, established that a closed catalytic cycle is operational for all of the developed radical processes, highlighting the ability of the organic catalysts to turn over and iteratively drive every catalytic cycle. We also demonstrate how the catalysts' stability and the method's high functional group tolerance could be advantageous for the direct radical functionalization of abundant functional groups, including aliphatic carboxylic acids and amines, and for applications in the late-stage elaboration of biorelevant compounds and enantioselective radical catalysis.

Rational Design and Development of Low-Price, Scalable, Shelf-Stable and Broadly Applicable Electrophilic Sulfonium Ylide-Based Trifluoromethylating Reagents

The development of two highly reactive electrophilic trifluoromethylating reagents (trifluoromethyl)(4-nitrophenyl)bis(carbomethoxy)methylide (1g) and (trifluoromethyl)(3-chlorophenyl)bis(carbomethoxy)methylide (1j) through structure-activity study was described. Under mild conditions, reagent 1g reacted with β-ketoesters and silyl enol ethers to give α-trifluoromethylated-β-ketoesters or α-trifluoromethylated ketones in high yields. In addition, reagent 1g could serve as a trifluoromethyl radical for a variety of trifluoromethylative transformations under visible light irradiation, including radical trifluoromethylation of electron-rich indoles and pyrroles and sodium aryl sulfinates as well as trifluoromethylative difunctionalization with styrene derivatives. On the other hand, as a complimentary, under reductive coupling conditions, reagent 1j reacted with a variety of (hetero)aryl iodides for the formation of trifluoromethylated (hetero)arenes.

Scissoring Enaminone C=C Double Bond by Free Radical Process for the Synthesis of α-Trifluoromethyl Ketones with CF3SO2Na

The C=C double bond cleavage on tertiary enaminones, enabling the formation of a new C-CF3 bond, has been realized as a practical method for the synthesis of α-trifluoromethyl ketones with only the promotion of TBHP and ambient heating. Control experiments support that the reactions proceed via a featured free radical process. The deuterium labeling experiment employing D2O indicates that water participated in the product formation by donating the hydrogen atom for the newly generated α-C-H bond in the product.

METHOD FOR PRODUCING α-FLUOROALKYL KETONE AND β-FLUOROALKYL ALCOHOL

PROBLEM TO BE SOLVED: To provide a method for producing α-fluoroalkyl ketone and β-fluoroalkyl alcohol conveniently, inexpensively and efficiently. SOLUTION: A method for producing α-fluoroalkyl ketone represented by formula (II) (where Rf is a fluoroalkyl group) includes reacting an alkyne compound represented by formula (I) (where R1 is a chain hydrocarbon group, cyclic aliphatic hydrocarbon group, aromatic hydrocarbon group, heterocyclic group, -OR3, -NR4R4', R2 is a hydrogen atom, trialkylsilyl group, diallyl alkylsilyl group, or triallylsilyl group), in the presence of a radical initiator, with a fluoroalkyl sulfonic acid. SELECTED DRAWING: None COPYRIGHT: (C)2020,JPOandINPIT

A Concise and Efficient Approach to 2,6-Disubstituted 4-Fluoro pyrimidines from α-CF 3 Aryl Ketones

Herein, a concise and efficient protocol to synthesize a series of 2,6-disubstituted 4-fluoropyrimidines as universal and useful building blocks in medicinal chemistry is reported. From readily accessible α-CF 3 aryl ketones and different amidine hydrochlorides, this method provides a very practical approach to this kind of compounds under mild conditions with good to excellent yields.