17823-38-0

Usage

Uses

Used in Pharmaceutical Industry:
4-AMINO-2,3,5,6-TETRAFLUOROBENZONITRILE is used as an intermediate in the synthesis of various pharmaceuticals for its ability to enhance the properties of the final drug products, such as potency, selectivity, and stability.
Used in Agrochemical Industry:
In the agrochemical sector, 4-AMINO-2,3,5,6-TETRAFLUOROBENZONITRILE is utilized as a key component in the development of effective and environmentally friendly pesticides and herbicides, contributing to improved crop protection and yield.
Used in Materials Science:
4-AMINO-2,3,5,6-TETRAFLUOROBENZONITRILE is employed as a building block in the creation of advanced materials with specific properties, such as high thermal stability, chemical resistance, and unique electronic characteristics, for applications in various industries.
Used in Dyes and Pigments Industry:
4-AMINO-2,3,5,6-TETRAFLUOROBENZONITRILE is used as a precursor in the production of dyes and pigments, enabling the creation of vibrant and stable colorants for use in textiles, plastics, and other applications.
Used in Specialty Chemicals Production:
4-AMINO-2,3,5,6-TETRAFLUOROBENZONITRILE is utilized in the synthesis of specialty chemicals, such as high-performance polymers and coatings, which exhibit exceptional performance in demanding environments and applications.

InChI:InChI=1/C7H2F4N2/c8-3-2(1-12)4(9)6(11)7(13)5(3)10/h13H2

Upstream product

• 110-82-7 cyclohexane 
• 31469-89-3 4-azido-2,3,5,6-tetrafluorobenzonitrile 
• 773-82-0 Pentafluorobenzonitrile 

Downstream Products

• 71153-89-4 4-Cyanotetrafluorphenylcarbonimidoyldichlorid 
• 71153-96-3 N-(4-Cyano-2,3,5,6-tetra-fluor-phenyl)(pentafluorphenyl)carbonimidoylchlorid 
• 364082-23-5 4'-Cyano-4-[trans-5-[[(1R,2R)-2-(2,4-difluorophenyl)-2-hydroxy-1-methyl-3-(1H-1,2,4-triazol-1-yl)propyl]thio]-1,3-dioxan-2-yl]-2',3',5',6'-tetrafluorobenzanilide 
• 17823-35-7 2,3,5,6-tetrafluoro-4-nitrobenzonitrile 
• 700-17-4 2,3,5,6-tetrafluoroaniline 
• 38881-99-1 5-cyano-4-(4-cyanotetrafluoroanilino)-2-trifluoromethylpyrimidine 
• 38875-56-8 2-benzylmercapto-5-cyano-4-(4-cyanotetrafluoroanilinopyrimidine) 
• 1041438-69-0 benzyl 1-(4-cyano-2,3,5,6-tetrafluorophenyl)-6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate 
• 1041438-68-9 ethyl 1-(4-cyano-2,3,5,6-tetrafluorophenyl)-6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate 
• 1548-74-9 4-amino-2,3,5,6-tetrafluorobenzamide 
• 1346641-01-7 N-(4-cyano-2,3,5,6-tetrafluorophenyl)-1-phenethylcyclopropanecarboxamide 
• 1346640-97-8 N-(4-cyano-2,3,5,6-tetrafluorophenyl)-1-methylcyclopropanecarboxamide 
• 1346641-00-6 1-benzyl-N-(4-cyano-2,3,5,6-tetrafluorophenyl)cyclopropanecarboxamide 
• 1346641-85-7 C₁₈H₁₄F₄N₂O 

Relevant academic research and scientific papers

High Yields of Nitrene Insertion into Unactivated C-H Bonds. First Example of X-Ray Crystallographic and 19F NMR Analysis of the Photochemically Produced C-H Inserted Adduct

Photolysis of 4-azido-tetrafluorobenzonitrile results in the highest yield reported to date, (75 - 80percent as estimated from 19F NMR spectroscopy) for nitrene insertion into the unactivated C-H bond of cyclohexane; the photochemical adduct is characteri

Photosensitizer probe TFDB as well as preparation method and application thereof

The invention discloses a photosensitizer probe TFDB as well as a preparation method and application thereof. The preparation method comprises the following steps: dissolving pentafluorobenzonitrile in a solvent, stirring for reaction, dropwise adding amm

Synthetic method of 2,3,5,6-tetrafluoroaniline

The invention relates to a synthetic method of aniline, in particular to a synthetic method of 2,3,5,6-tetrafluoroaniline. The synthetic method comprises the following steps: taking 2,3,4,5,6-pentafluorobenzonitrile as a raw material; carrying out ammonification on the 2,3,4,5,6-pentafluorobenzonitrile with ammonia water at first; carrying out aftertreatment to obtain an intermediate which is 4-amino-2,3,5,6-tetrafluoroaniline; adding 90% of sulfuric acid; and carrying out hydrolyzing and decarboxylation to generate the 2,3,5,6-tetrafluoroaniline. The ammonia water is an aminating agent, ethylacetate is used as a solvent, tetrabutylammonium hydrogen sulphate is used as a phase transfer catalyst, high-selection ammoniation is carried out at low temperature, thus, an isomer by-product whichis 2-amino-3,4,5,6- tetrafluorobenzonitrile generated by general ammoniation is avoided, the high-purity intermediate which is 4-amino-2,3,5,6-tetrafluoroaniline can be obtained directly, and the purity of the 4-amino-2,3,5,6-tetrafluoroaniline can be 99.5% or above.

Hydrogen Bond Directed Photocatalytic Hydrodefluorination: Overcoming Electronic Control

The photocatalytic C-F functionalization of highly fluorinated arenes is a powerful method for accessing functionalized multifluorinated arenes. The decisive step in the determining regioselectivity in fluorine functionalization is fluoride fragmentation from the radical anion of the multifluorinated arene. To date, the availability of regioisomers has been dictated by the innate electronics of the fluorinated arene, limiting the synthetic utility of the chemistry. This study investigates the remarkable ability of a strategically located hydrogen bond to transcend the normal regioselectivity of the C-F functionalization event. A significant rate acceleration is additionally observed for hydrodefluorination of fluorines that can undergo intramolecular hydrogen bonds that form 5-8-membered cycles with moderately acidic N-H's. The hydrogen bond is expected to facilitate the fragmentation not only by bending the C-F bond of the radical anion out of planarity but also by increasing the exothermicity of the fluoride extrusion step through protonation of the naked fluoride. Finally, the synthetic utility of the method is demonstrated in an expedited synthesis of the trifluorinated α-phenyl acetic acid derivative required for the commercial synthesis of Januvia, an antidiabetic drug. This represents the first synthesis of a commercially important multifluorinated arene via a defluorination strategy and is significantly shorter than the current strategy.

Pd(II)-catalyzed enantioselective synthesis of P-stereogenic phosphinamides via desymmetric C-H arylation

We present the enantioselective synthesis of P-stereogenic phosphinamides through Pd-catalyzed desymmetric ortho C-H arylation of diarylphosphinamides with boronic esters. The method represents the first example of the synthesis of P-stereogenic phosphorus compounds via the desymmetric C-H functionalization strategy. The reaction proceeded efficiently with a wide array of reaction partners to afford the P-stereogenic phosphinamides in up to 74% yield and 98% ee. The efficiency was further demonstrated by gram scale syntheses. Moreover, the flexible conversion of the P-stereogenic phosphinamides into various types of P-stereogenic phosphorus derivatives was also elaborated. Thus, the protocol provides a novel tool for the efficient and versatile synthesis of P-stereogenic compounds.

Photocatalytic hydrodefluorination: Facile access to partially fluorinated aromatics

Polyfluorinated aromatics are essential to materials science as well as the pharmaceutical and agrochemical industries and yet are often difficult to access. This Communication describes a photocatalytic hydrodefluorination approach which begins with easily accessible perfluoroarenes and selectively reduces the C-F bonds. The method allows facile access to a number of partially fluorinated arenes and takes place with unprecedented catalytic activity using a safe and inexpensive amine as the reductant.

Continuous flow synthesis of difluoroamine systems by direct fluorination

Continuous flow methodology for the synthesis of perfluoroaryl difluoroamine derivatives by reaction of fluorine gas with an appropriate perfluoroaniline substrate is described, further demonstrating the efficient use of flow regimes for reactions involvi

Pd(II)-catalyzed enantioselective C-H activation of cyclopropanes

Systematic ligand development has led to the identification of novel mono-N-protected amino acid ligands for Pd(II)-catalyzed enantioselective C-H activation of cyclopropanes. A diverse range of organoboron reagents can be used as coupling partners, and the reaction proceeds under mild conditions. These results provide a new retrosynthetic disconnection for the construction of enantioenriched cis-substituted cyclopropanecarboxylic acids.

Mechanisms of reactions of halogenated compounds. Part 7. Effects of fluorine and other groups as substituents on nucleophilic aromatic substitution

The effect of fluorine as a substituent group on nucleophilic aromatic substitution is discussed, where a fluorine atom located ortho to the point of substitution may be of variable activating influence, whereas fluorine located para is slightly deactivat

Method for production of aromatic compounds

For the production of an aromatic compound by hydrolyzing and decarboxylating a corresponding aromatic cyano compound in the presence of an acidic substance, this invention provides a method for the production of the aromaic compound, characterized by car