26944-43-4

Usage

Uses

Used in Pharmaceutical Synthesis:
Ethanone, 2,2,2-trifluoro-1-(2-methoxyphenyl)(9CI) is used as an intermediate in the synthesis of pharmaceuticals for its ability to contribute to the development of new drugs with enhanced properties. Its unique structure allows for the creation of molecules with specific therapeutic effects.
Used in Agrochemical Synthesis:
In the agrochemical industry, Ethanone, 2,2,2-trifluoro-1-(2-methoxyphenyl)(9CI) serves as an intermediate in the production of agrochemicals, aiding in the development of more effective and targeted pesticides and other agricultural products.
Used in Organic Reactions:
Ethanone, 2,2,2-trifluoro-1-(2-methoxyphenyl)(9CI) is utilized in various organic reactions due to its reactivity and the potential to form a diverse range of chemical products, contributing to the advancement of organic chemistry.
Used as a Solvent in Chemical Processes:
Ethanone, 2,2,2-trifluoro-1-(2-methoxyphenyl)(9CI) also functions as a solvent in chemical processes, facilitating reactions and improving the efficiency of industrial manufacturing by providing a medium for chemical interactions to occur.
Safety Considerations:
Due to its chemical properties, it is crucial to handle Ethanone, 2,2,2-trifluoro-1-(2-methoxyphenyl)(9CI) with care and adhere to proper safety protocols to ensure the safety of personnel and the environment during its use in research and industrial applications.

InChI:InChI=1/C9H7F3O2/c1-14-7-5-3-2-4-6(7)8(13)9(10,11)12/h2-5H,1H3

Upstream product

• 500-73-2 phenyl trifluoroacetate 
• 5720-06-9 2-Methoxyphenylboronic acid 
• 340-07-8 N-(trifluoroacetyl)piperidine 
• 578-57-4 2-bromoanisole 
• 383-63-1 ethyl trifluoroacetate, 
• 16750-63-3 2-methoxyphenylmagnesium bromide 
• 431-47-0 trifluoroacetic acid-methyl ester 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 26902-84-1 2,2,2-trifluoro-1-(2-methoxyphenyl)ethanol 
• 135-02-4 ortho-anisaldehyde 
• 529-28-2 4-iodoanisol 
• 533-58-4 2-Iodophenol 
• 108-95-2 phenol 
• 76-05-1 trifluoroacetic acid 

Downstream Products

• 26902-84-1 2,2,2-trifluoro-1-(2-methoxyphenyl)ethanol 
• 6919-61-5 N-methoxy-N-methylbenzamide 
• 1369922-76-8 phenyl 4,4,4-trifluoro-3-hydroxy-3-(2-methoxyphenyl)butanoate 
• 1392505-24-6 (E)-5,5,5-trifluoro-4-(2-methoxyphenyl)-3-penten-2-ol 
• 1384244-43-2 (S)-5,5,5-trifluoro-4-hydroxy-4-(2-methoxyphenyl)pentan-2-one 
• 1402403-24-0 C₂₀H₁₇F₃O₄ 
• 1417739-48-0 (S)-2-methyl-N-(2,2,2-trifluoro-1-(2-methoxyphenyl)ethylidene)propane-2-sulfinamide 

Relevant academic research and scientific papers

Oxidation of fluoroalkyl alcohols using sodium hypochlorite pentahydrate [1]

Fluoroalkyl alcohols are effectivity oxidized to the corresponding fluoroalkyl carbonyl compounds by reaction with sodium hypochlorite pentahydrate in acetonitrile in the presence of acid and nitroxyl radical catalysts. Although the reaction proceeded slower under a nitroxyl radical catalyst- free condition, the desired carbonyl compounds were obtained in high yields. For the reaction with fluoroalkyl allylic alcohols, the corresponding α,β-epoxyketone hydrates were obtained in high yields.

Selective Acylation of Aryl- A nd Heteroarylmagnesium Reagents with Esters in Continuous Flow

A selective acylation of readily accessible organomagnesium reagents with commercially available esters proceeds at convenient temperatures and short residence times in continuous flow. Flow conditions allow us to prevent premature collapse of the hemiacetal intermediates despite noncryogenic conditions, thus furnishing ketones in good yields. Throughout, the coordinating ability of the ester and/or Grignard was crucial for the reaction outcome. This was leveraged by the obtention of several bisaryl ketones using 2-hydroxy ester derivatives as substrates.

Oxidation of α-trifluoromethyl and non-fluorinated alcohols: Via the merger of oxoammonium cations and photoredox catalysis

We present an alcohol oxidation strategy to access α-trifluoromethyl ketones (TFMKs) merging catalytic oxoammonium cation oxidation with visible-light photoredox catalysis. This work uses 4-acetamido-(2,2,6,6-tetramethyl-piperidin-1-yl)oxyl as an organic oxidant capable of generating TFMKs in good yields. The methodology serves as an improvement over previous reports of an analogous oxidation strategy requiring superstoichiometric quantities of oxidant. Both primary and secondary non-fluorinated alcohols can also be oxidised in good yields.

HETEROCYCLIC COMPOUND

Provided is a heterocyclic compound having a superior RBP4-lowering action and useful as a medicament for the prophylaxis or treatment of a disease or symptom mediated by an increase in RBP4 or retinol supplied by RBP4. A compound represented by the formula (I): wherein each symbol is as defined in the Description, or a salt thereof has a superior RBP4-lowering action, and is useful as a medicament for the prophylaxis or treatment of a disease or symptom mediated by an increase in RBP4 or retinol supplied by RBP4.

Synthesis and structure-activity relationship study of chemical probes as hypoxia induced factor-1α/malate dehydrogenase 2 inhibitors

A structure-activity relationship study of hypoxia inducible factor-1α inhibitor 3-aminobenzoic acid-based chemical probes, which were previously identified to bind to mitochondrial malate dehydrogenase 2, was performed to provide a better understanding of the pharmacological effects of LW6 and its relation to hypoxia inducible factor-1α (HIF-1α) and malate dehydrogenase 2 (MDH2). A variety of multifunctional probes including the benzophenone or the trifluoromethyl diazirine for photoaffinity labeling and click reaction were prepared and evaluated for their biological activity using a cell-based HRE-luciferase assay as well as a MDH2 assay in human colorectal cancer HCT116 cells. Among them, the diazirine probe 4a showed strong inhibitory activity against both HIF-1α and MDH2. Significantly, the inhibitory effect of the probes on HIF-1α activity was consistent with that of the MDH2 enzyme assay, which was further confirmed by the effect on in vitro binding activity to recombinant human MDH2, oxygen consumption, ATP production, and AMP activated protein kinase (AMPK) activation. Competitive binding modes of LW6 and probe 4a to MDH2 were also demonstrated.

Highly efficient synthesis of aryl and heteroaryl trifluoromethyl ketones via o-iodobenzoic acid (IBX)

A two-step process for the synthesis of aryl and heteroaryl trifluoromethyl ketones from the corresponding aldehydes is described. Trifluoromethyl alcohols were prepared from aryl and heteroaryl aldehydes in excellent yields using catalytic amount of K2CO3. The trifluoromethyl alcohols were then oxidized conveniently and efficiently by o-iodoxybenzoic acid (IBX) under mild conditions to get the desired functionalized aryl and heteroaryl trifluoromethyl ketones.

Identification of malate dehydrogenase 2 as a target protein of the HIF-1 inhibitor LW6 using chemical probes

Tracking the target: To identify a protein that binds directly to the HIF-1α inhibitor LW6, a series of new chemical probes were synthesized with a clickable tag and/or a photoactivatable moiety. LW6 was found to be localized to the mitochondria (see picture) and MDH2 was identified as a target protein of LW6. These results indicate that the HIF-1α inhibitory activity of LW6 is a consequence of MDH2 suppression. Copyright

Oxidation of α-trifluoromethyl alcohols using a recyclable oxoammonium salt

A simple, mild method for the oxidation of α-trifluoromethyl alcohols to trifluoromethyl ketones (TFMKs) using the oxoammonium salt 4-acetylamino-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate (1) is described. Under basic conditions, oxidation proceeds rapidly and affords good to excellent yields of TFMKs, without concomitant formation of the hydrate. The byproduct of the oxidation, 4-acetylamino-2,2,6,6-tetramethyl-1- piperidinyloxy (1c), is easily recovered and can be conveniently reoxidized to regenerate the oxoammonium salt.

A new entry for the oxidation of fluoroalkyl-substituted methanol derivatives: Scope and limitation of the organoiodine(V) reagent-catalyzed oxidation

Oxidation of various fluoroalkyl-substituted methanol derivatives under the influence of a catalytic amount of sodium 2-iodobenzenesulfonate and Oxone in CH3CN or CH3NO2 was investigated in detail. The efficiency of the newly developed oxidation was also evaluated by comparison to other oxidations, such as Dess-Martin, PDC, and Swern oxidation.

Palladium-catalyzed regio- and stereoselective formate reduction of fluorine-containing allylic mesylates. A new entry for the construction of a tertiary carbon attached with a fluoroalkyl group

The regioselective palladium-catalyzed formate reduction of γ-fluoroalkylated allylic esters is described. Reduction of the allylic esters under the influence of palladium with a monodentate phosphine ligand proceeded preferentially at the γ position, the corresponding reduction products with a fluoroalkyl group at the tertiary carbon being afforded in high yields. When the chiral allylic ester was employed, complete chirality transfer was observed, leading to the optically active materials in high yields.