392-85-8

Usage

Uses

Used in the Chemical Synthesis Industry:
2-Fluorobenzotrifluoride is used as a synthetic intermediate for the production of various organic compounds. Its unique structure allows it to participate in nucleophilic aromatic substitution reactions, making it a valuable building block in the synthesis of complex molecules.
2-Fluorobenzotrifluoride is used as a reactant in the synthesis of 2,2′-bis(trifluoromethylphenoxy)biphenyl via nucleophilic aromatic substitution reaction with 2,2′-biphenol. This application takes advantage of the compound's reactivity and its ability to form new carbon-fluorine bonds, which are known for their stability and unique properties.

InChI:InChI=1/C7H2ClF3N2O4/c8-6-4(7(9,10)11)1-3(12(14)15)2-5(6)13(16)17/h1-2H

Upstream product

• 88-17-5 2-(trifluoromethyl)benzenamine 
• 462-06-6 fluorobenzene 
• 55642-42-7 bis(trifluoromethyl)tellurium 
• 1316231-59-0 C₂F₆N^(1-)*C₇H₄F₃N₂⁽¹⁺⁾ 
• 348-54-9 2-Fluoroaniline 
• 77152-08-0 trifluoromethylcopper(I) 
• 116850-32-9 1-vinyl-2,3,3-trifluoro-2-trifluoromethylcyclobutane 
• 98-08-8 α,α,α-trifluorotoluene 
• 384-22-5 2-nitrobenzotrifluoride 
• 876062-39-4 2-(2-fluorophenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane 
• 1643-19-2 tetrabutylammomium bromide 
• 348-52-7 1-Fluoro-2-iodobenzene 
• 393-37-3 5-bromo-2-fluorobenzotrifluoride 

Downstream Products

• 70097-63-1 1-(benzyloxy)-2-(trifluoromethyl)benzene 
• 668471-09-8 4-benzyl-2-[2-methyl-1-(2-trifluoromethyl-phenoxy)-propyl]-morpholine 
• 393-37-3 5-bromo-2-fluorobenzotrifluoride 
• 2267-95-0 N-cyclohexyl-2-fluorobenzamide 
• 360-64-5 2-(trifluoromethyl)benzamide 
• 447-60-9 2-(trifluoromethyl)benzonitrile 
• 115029-22-6 2-fluoro-3-(trifluoromethyl)benzoic acid 
• 1211596-75-6 methyl 2-cyano-3-(trifluoromethyl)benzoate 
• 178748-05-5 methyl 2-fluoro-3-(trifluoromethyl)benzoate 

Relevant academic research and scientific papers

Preparation method of o-trifluoromethylbenzamide

The present invention discloses a method for preparing o-trifluoromethyl benzamide. The preparation method comprises the following steps: (1) in an organic solvent, the 2-nitrobenzotrifluoride and fluorinated salts are denitrified as shown below to obtain o-fluorobenzotrifluoride; (2) in an organic solvent, the o-fluortrifluorotoluene and cyanidylation reagent are defluoride cyanidation reaction as shown below to obtain o-trifluoromethylbenzonitrile; (3) in the presence of alkali, the o-trifluoromethylbenzonitrile, hydrogen peroxide hydrolysis reaction as shown below. The preparation method is simple to treat, the product purity is high, the impurities are small, and the yield is high.

C(sp2)-CF3Reductive Elimination from Well-Defined Argentate(III) Complexes [nBu4N][Ag(Ar)(CF3)3]

The preparation of a series of well-defined, shelf-stable square planar aryl(tris(trifluoromethyl))argentate(III) complexes [nBu4N]+[Ag(Ar)(CF3)3]- and their C(sp2)-CF3 bond-forming reductive elimination are described. Mechanistic studies of the C(sp2)-CF3 reductive elimination from these complexes, including kinetic studies, effect of temperature and solvent, and DFT calculations, indicate that the C(sp2)-CF3 bond-forming process occurred via a concerted reductive elimination pathway.

Reactions of aromatic compounds with xenon difluoride

Reactions of substituted benzenes C6H5R (R = Me, F, Cl, Br, CF3, NO2) with xenon difluoride in the presence of boron trifluoride–diethyl ether complex in weakly acidic (1,1,1,3,3-pentafluorobutane) and weakly basic media (acetonitrile) have been studied. These reactions lead to the formation of fluorobenzene derivatives FC6H4R (isomer mixture) together with isomeric difluorobenzenes and fluorinated and non-fluorinated biphenyls. The results have been compared with previously reported data obtained in other solvents using other catalysts.

Copper-mediated trifluoromethylation using phenyl trifluoromethyl sulfoxide

A new method for the generation of trifluoromethylcopper ( CuCF3 ) species from readily available phenyl trifluoromethyl sulfoxide has been developed. The CuCF3 reagent can be applied in efficient trifluoromethylations of aryl iodides and activated aryl bromides in the absence of additional ligands. Furthermore, the CuCF3 species can also undergo oxidative cross-coupling with terminal alkynes and arylboronic acids.

A catalytic borylation/dehalogenation route to o -fluoro arylboronates

A two-step Ir-catalyzed borylation/Pd-catalyzed dehalogenation sequence allows for the net synthesis of fluoroarenes where the boronic ester is ortho to fluorine. Key elements of this approach include the use of a halogen para to the fluorine to block meta Ir-catalyzed borylation and the chemoselective Pd-catalyzed dehalogenation by KF activated polymethylhydrosiloxane (PMHS).

Trifluoromethylation of arenediazonium salts with fluoroform-derived CuCF3 in aqueous media

A new protocol has been developed for trifluoromethylation of arenediazonium salts with moisture-sensitive CuCF3 (from fluoroform) in aqueous media. The reaction is governed by a radical mechanism, tolerates a broad variety of functional groups, and is applicable to the synthesis of complex, polyfunctionalized molecules. This journal is the Partner Organisations 2014.

A convenient synthesis of N,N-bis(trifluoromethyl)anilines

A convenient synthesis of N,N-bis(trifluoromethyl)anilines by means of dediazotation reactions of previously unknown aryldiazoniumbis(trifluoromethyl) imides in the presence of CuI salts are described. Properties and applications of N,N-bis(trifluoromethyl)anilines in syntheses of aromatic compounds containing the (CF3)2N group are presented.

Preparation process of fluorine substituted aromatic compound

A preparation process of a fluorine substituted aromatic compound comprising reacting an alkali metal or alkali earth metal salt of an aromatic compound having a hydroxy group with an organic fluorinating agent is disclosed. As a representative fluorinating agent, a bis-dialkylamino-difluoromethane compound, for example, 2,2′-difluoro-1,3-dimethylimidazolidine, is exemplified. According to the process, an industrially useful fluorinated aromatic compound, for example, a fluorobenzene, a fluorine substituted benzophenone, a fluorine substituted diarylsulfone can be prepared with ease in economy without specific equipment.

Preparation of aromatic fluorides: Facile photo-induced fluorinative decomposition of arenediazonium salts and their related compounds using pyridine-nHF

By employing pyridine-nHF solution, the photo-induced fluorinative decomposition of arenediazonium salts (ArN2BF4) (fluoro-dediazoniation) and the related compounds, such as quinonediazides and triazenes, has been successfully carried out to produce the corresponding aromatic fluorides (ArF) in good yields. The rate in the fluoro-dediazoniation of para-substituted ArN2BF4 in pyridine-nHF solution did not obey the classical Hammett equation but conformed well to Taft's treatment [dual substituent parameter relationships (DSP)]. In the thermal fluoro-dediazoniation of ArN2BF4 the rate of reaction was significantly influenced by the substituents in the substrates. On the contrary, only a slight effect by the substituents was observed on the rate of the photo-induced fluoro-dediazoniation of ArN2BF4.

Facile preparation of aromatic fluorides by deaminative fluorination of aminoarenes using hydrogen fluoride combined with bases

One-pot deaminative fluorination of aminoarenes including heteroaromatics, namely, diazotization of aminoarenes followed by in situ fluoro-dediazoniation of the corresponding diazonium ions, was successfully accomplished to produce fluoroarenes in high yields by using hydrogen fluoride combined with base solutions. The diazotization stage has been found to play the most important part in yielding fluoroarenes effectively. It was greatly influenced by the composition of the HF solution and enhanced by employing appropriate amounts of bases such as pyridine under carefully controlled conditions. The fluoro-dediazoniation stage was effectively accelerated photochemically to afford fluoroarenes having polar substituents such as hydroxyl, nitro and so on in high yields.