17408-17-2

Usage

Uses

Used in Pharmaceutical Synthesis:
2,2,2-Trifluoro-1-(2-nitrophenyl)ethanone is utilized as a reagent in the pharmaceutical industry for the synthesis of various drugs. Its unique structure allows for the development of new medicinal compounds with specific therapeutic properties, contributing to the advancement of drug discovery and innovation.
Used in Agrochemical Production:
In the agrochemical sector, 2,2,2-trifluoro-1-(2-nitrophenyl)ethanone serves as a key intermediate in the production of pesticides and other agrochemicals. Its incorporation into these compounds can enhance their effectiveness in crop protection and contribute to sustainable agricultural practices.
Used in Materials Science:
2,2,2-Trifluoro-1-(2-nitrophenyl)ethanone is also employed in materials science for the development of new materials with specialized properties. Its role in the synthesis of such materials can lead to innovations in various applications, including but not limited to, coatings, adhesives, and high-performance polymers.
It is crucial to handle 2,2,2-trifluoro-1-(2-nitrophenyl)ethanone with caution due to its potential hazards if not used properly, ensuring safety in the laboratory and industrial settings.

Upstream product

• 383-63-1 ethyl trifluoroacetate, 
• 577-19-5 2-nitrophenyl bromide 
• 552-89-6 2-nitro-benzaldehyde 
• 700362-32-9 2,2,2-trifluoro-1-(2-nitrophenyl) ethanol 
• 609-73-4 o-nitroiodobenzene 
• 407-25-0 trifluoroacetic anhydride 
• 434-45-7 2,2,2-Trifluoroacetophenone 

Downstream Products

• 675106-80-6 2,2,2-trifluoro-2'-nitroacetophenone oxime 
• 918337-63-0 (S)-2,2,2-trifluoro-1-(2-nitrophenyl)ethanol 
• 64196-43-6 2-phenyl-4-(trifluoromethyl)quinoline 
• 351002-89-6 1-(2-amino-5-phenyl)-2,2,2-trifluoroethanone 
• 136476-24-9 1-nitro-2-(3,3,3-trifluoroprop-1-en-2-yl) benzene 
• 1566470-10-7 C₁₅H₁₀F₃NO₂ 
• 1566470-11-8 C₁₅H₁₀F₃NO₂ 
• 57631-05-7 3-(trifluoromethyl)-1H-indazole 
• 918337-64-1 (S)-1-(2-aminophenyl)-2,2,2-trifluoroethanol 
• 886854-02-0 1-(2,2-dibromo-1-(trifluoromethyl)vinyl)-2-nitrobenzene 
• 863870-47-7 2-(2,2-dibromo-1-(trifluoromethyl)vinyl)-phenylamine 

Relevant academic research and scientific papers

A novel non-acidic method for the preparation of 2,2,2-trifluoro-1-(3-nitrophenyl)ethanone and 1-nitro-3-trifluoromethylbenzene, versatile starting materials for trifluoromethyl-containing aromatic compounds

Treatment of 2,2,2-trifluoro-1-phenylethanone (1) and α,α,α-trifluorotoluene (3) with ozone or ozonized air in chlorinated hydrocarbons in the presence of excess nitrogen dioxide and a catalytic amount of iron(III) salt at -10-0°C leads to the respective title nitro compounds 2 and 4 in good to excellent yields. The reaction is clean and rapid, little or no hydrolysis of the trifluoromethyl group being observed during the nitration.

Chemoselective Trimerization of Isocyanides: De Novo Synthesis of 2-Indole-Substituted Quinolines and Pyridines

A catalyst-free chemoselective trimerization reaction of readily available isocyanides is described. This domino reaction provides facile access to a wide range of 2-(indol-2-yl)-quinolines and 2-(indol-2-yl)-pyridines in moderate to excellent yields. A “

ALLOSTERIC CHROMENONE INHIBITORS OF PHOSPHOINOSITIDE 3-KINASE (PI3K) FOR THE TREATMENT OF DISEASES ASSOCIATED WITH P13K MODULATION

The disclosure relates to compounds of Formula (I) as allosteric chromenone inhibitors of phosphoinositide 3-kinase (PI3K) useful in the treatment of diseases or disorders associated with PI3K modulation, Formula (I), or a prodrug, solvate, enantiomer, st

Catalytic Oxidation of Alcohols Using a 2,2,6,6-Tetramethylpiperidine-N-hydroxyammonium Cation

The oxidation of alcohols to aldehydes, ketones, and carboxylic acids is reported using 2,2,6,6-tetramethylpiperidine-4-acetamido-hydroxyammonium tetrafluoroborate as a catalyst in conjunction with sodium hypochlorite pentahydrate as a terminal oxidant. The reaction is generally complete within 30–120 min using an acetonitrile/water mix as the solvent, and no additives are required. Product yields are good to excellent and of particular note is that the methodology can be used to access aryl α-trifluoromethyl ketones.

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.

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.

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.

A highly selective tandem cross-coupling of gem-dihaloolefins for a modular, efficient synthesis of highly functionalized indoles

(Chemical Equation Presented) A highly efficient method of indole synthesis using gem-dihalovinylaniline substrates and an organoboron reagent was developed via a Pd-catalyzed tandem intramolecular amination and an intermolecular Suzuki coupling. Aryl, alkenyl, and alkyl boron reagents are all successfully employed, making for a versatile modular approach. The reaction tolerates a variety of substitution patterns on the aniline leading to indoles with group at C2-C7. The orthogonal approach of the sequential copper- and palladium-mediated synthesis of 1,2-diarylindoles exploited the wide availability of diverse organoboron reagents.

Synthesis of a Schiff's base chiral ligand with a trifluoromethyl carbinol moiety

A Schiff's base ligand with a trifluoromethyl carbinol moiety was synthesized, and a structure of the active complex for asymmetric induction on the reaction of diethylzinc with aldehydes is proposed.