5580-79-0

Usage

Uses

Used in Organic Synthesis:
2,3,4,5-Tetrafluoronitrobenzene is used as a key intermediate in the field of organic synthesis for the production of various compounds. Its unique structure and reactivity make it a valuable component in the synthesis of complex organic molecules.
Used in Mercuration Reactions:
In the chemical industry, 2,3,4,5-tetrafluoronitrobenzene is used as a reactant in mercuration reactions, which involve the addition of a mercury compound to the molecule. This process can lead to the formation of new compounds with different properties and applications.
Used in Nucleophilic Aromatic Substitution:
2,3,4,5-Tetrafluoronitrobenzene is also utilized in nucleophilic aromatic substitution reactions, particularly with methanol. This reaction can result in the formation of para-substituted diaryl sulfides, which have potential applications in various chemical and pharmaceutical processes.
Overall, 2,3,4,5-tetrafluoronitrobenzene is a versatile compound with a range of applications in the chemical industry, particularly in organic synthesis, mercuration reactions, and nucleophilic aromatic substitution processes. Its unique properties and reactivity make it a valuable asset in the development of new compounds and materials.

InChI:InChI=1/C6HF4NO2/c7-2-1-3(11(12)13)5(9)6(10)4(2)8/h1H

Upstream product

• 880-78-4 pentafluoronitrobenzen 
• 551-62-2 1,2,3,4-tetrafluorobenzene 

Downstream Products

• 96631-27-5 1,5-Diethoxy-2-fluoro-4-nitro-benzene 
• 66684-66-0 1,3,4-trifluoro-2-methoxy-5-nitrobenzene 
• 880-78-4 pentafluoronitrobenzen 
• 79150-78-0 1-Nitro-heptafluoro-1,4-cyclohexadiene 
• 195136-63-1 1,3-difluoro-2,4-dimethoxy-5-nitrobenzene 
• 195136-71-1 2,4-difluorobenzene-1,3-diol 
• 195136-69-7 2,4-difluoro-1,3-dimethoxybenzene 

Relevant academic research and scientific papers

Transition-Metal-Free Catalytic Hydrodefluorination of Polyfluoroarenes by Concerted Nucleophilic Aromatic Substitution with a Hydrosilicate

A transition-metal-free catalytic hydrodefluorination (HDF) reaction of polyfluoroarenes is described. The reaction involves direct hydride transfer from a hydrosilicate as the key intermediate, which is generated from a hydrosilane and a fluoride salt. The eliminated fluoride regenerates the hydrosilicate to complete the catalytic cycle. Dispersion-corrected DFT calculations indicated that the HDF reaction proceeds through a concerted nucleophilic aromatic substitution (CSNAr) process.

Hydrodefluorination of Fluoroarenes Using Hydrogen Transfer Catalysts with a Bifunctional Iridium/NH Moiety

The hydrodefluorination of fluoroarenes with transfer hydrogenation catalysts using 2-propanol or potassium formate is described. With the aid of metal/NH cooperation, the C-N chelating Ir complexes derived from benzylic amines can efficiently promote the reduction involving the C-F bond cleavage under ambient conditions even in the absence of hydrosilanes or H2 gas, leading to the partially fluorinated products in good yields and with high selectivity.

Copper-catalyzed hydrodefluorination of fluoroarenes by copper hydride intermediates

Breaking bad: Efficient copper-catalyzed C-F bond activation has been achieved by replacing fluorine with hydrogen. A copper hydride is proposed as the active intermediate, which proceeds through a nucleophilic attack on the fluorocarbon, as determined by experimental and theoretical results (see structure; C gray, H white, Cu light red, F light blue; distances in ?).

Catalytic C-F bond activation of perfluoroarenes by tricoordinated gold(I) complexes

We report the first example of gold catalyzing C-F bond activation for perfluoroarenes in the presence of silanes. Tricoordinated gold(I) complexes supported by Xantphos-type ligands, such as Xantphos and tBuXantphos ligands, exhibit efficacy in the hydrodefluorination (HDF) of various types of perfluoroarenes. For [tBuXantphosAu(AuCl2)], the highest turnover number is up to 1000 in the HDF of pentafluoronitrobenzene with diphenylsilane. An examination of functional group tolerance shows the orthogonality of this gold(I) catalytic protocol to ketone, ester, carboxylate, alkynyl, alkenyl and amide groups, suggesting its potential application in chemoselective C-F activations. Mechanistic studies show that the equilibrium between tetracoordinated [L2Au]+ and [LAu]+ is important for the reactivity of gold catalysts, which is dependent on the sterically bulky group of Xantphos-type ligands. Furthermore, computational studies for the possible reaction pathways suggest that direct oxidative addition of C-F bonds by gold(I) cation might be the key step during these catalytic reactions. Copyright

Trifluoro- quinoline -3- carboxylic acids and their use as anti-bacterial agents

Novel difluoro-naphthyridine- and trifluoroquinoline-carboxylic acids as antibacterial agents are described as well as methods for their manufacture, formulation, and use in treating bacterial infections including the description of certain novel intermediates used in the manufacture of the antibacterial agents.