178603-76-4

Usage

Uses

Used in Pharmaceutical Industry:
4-Fluoronitrobenzene is used as a key intermediate in the synthesis of pharmaceuticals for its ability to contribute to the development of new drug molecules with specific therapeutic properties. Its fluorinated structure can enhance the pharmacokinetics and pharmacodynamics of the resulting compounds, leading to improved efficacy and safety profiles.
Used in Dye Industry:
In the dye industry, 4-Fluoronitrobenzene is employed as a precursor in the production of various dyes. Its chemical structure allows for the creation of dyes with unique color characteristics and improved properties such as lightfastness and resistance to fading.
Used in Agrochemical Industry:
4-Fluoronitrobenzene is used as a building block in the synthesis of agrochemicals, contributing to the development of new pesticides and herbicides. Its incorporation into these compounds can lead to enhanced performance and selectivity, improving crop protection and yield.
Used in Organic Reactions:
As a reagent in organic reactions, 4-Fluoronitrobenzene is utilized to facilitate specific chemical transformations, such as fluorination and nitration processes. Its presence can influence the reaction pathways and outcomes, enabling the synthesis of desired products with greater efficiency and selectivity.
Used in Specialty Chemicals Manufacturing:
4-Fluoronitrobenzene is used as a component in the production of specialty chemicals, where its unique properties can be leveraged to create high-value products with specific applications in various industries, such as materials science, coatings, and advanced technologies.

InChI:InChI=1/C6H4FNO2/c7-5-1-3-6(4-2-5)8(9)10/h1-4H

Upstream product

• 456-27-9 4-nitrobenzenediazonium tetrafluoroborate 
• 462-06-6 fluorobenzene 
• 598-58-3 methyl nitrate 
• 98-95-3 nitrobenzene 
• 586-78-7 para-nitrophenyl bromide 
• 455-17-4 (p-fluorophenyl)trimethylsilane 
• 7446-70-0 aluminium trichloride 
• 10544-72-6 dinitrogen tetraoxide 
• 7697-37-2 nitric acid 
• 352-34-1 4-fluoro-1-iodobenzene 
• 456-22-4 4-Fluorobenzoic acid 
• 100-01-6 4-nitro-aniline 
• 100-25-4 para-dinitrobenzene 
• 457-68-1 4,4'-difluorodiphenylmethane 

Downstream Products

• 85951-93-5 (3,5-dimethyl-phenyl)-(4-nitro-phenyl)-amine 
• 6219-55-2 1-(4-nitro-phenyl)-1H-[1,2,4]triazole 
• 16759-47-0 4-(4-nitrophenyl)-4H-1,2,4-triazole 
• 91779-24-7 1-(4'-nitrophenyl)-4-(4''-dimethylaminophenyl)pyridinium iodide 
• 5078-55-7 1-[5-methyl-1-(4-nitrophenyl)-1H-pyrazol-4-yl]ethanone 
• 16237-47-1 1-phenylethan-1-one O-(4-nitrophenyl) oxime 
• 73862-64-3 1-(1-Methyl-2,2-diphenyl-vinyloxy)-4-nitro-benzene 
• 73862-63-2 3-(4-Nitro-phenyl)-3-phenyl-heptan-2-one 
• 73862-61-0 3-(4-Nitro-phenyl)-3-phenyl-pentan-2-one 
• 73862-62-1 3-(4-Nitro-phenyl)-3-phenyl-hexan-2-one 
• 73862-60-9 1-(4-Nitro-phenyl)-1-phenyl-propan-2-one 
• 50717-35-6 N-(pentafluorophenyl)-4-nitrobenzenamine 
• 4316-57-8 4-nitrophenyldiphenylamine 
• 35065-79-3 1--2-(p-nitrophenoxy)ethane 

Relevant academic research and scientific papers

FREEZE-DRIED POTASSIUM FLUORIDE: SYNTHETIC UTILITY AS A FLUORINATING AGENT

The title reagent was found to be more effective fluorinating agent then calcine-dried potassium fluoride on a halogen-exchange fluorination.The fluorinating abilities of potassium fluoride depended strongly upon a concentration of aqueous solution to be lyophilized.

Facile conversion of arenediazonium salts to the corresponding fluoroarenes using boron trifluoride diethyl ether complex

The conversion of various arenediazonium salts 1 to the corresponding fluoroarenes 2 has been achieved in good yields under mild conditions in boron trifluoride diethyl ether complex.

Tetramethylammonium chloride as a selective and robust phase transfer catalyst in a solid-liquid halex reaction: The role of water

Tetramethylammonium chloride (TMAC) is an effective phase transfer catalyst for the selective chloride/fluoride exchange reaction of activated aryl chlorides with potassium fluoride provided that the amount of water in the system is limited and controlled.

Method for synthesizing nitro (hetero) aromatic hydrocarbon

The invention discloses a method for synthesizing nitro (hetero) aromatic hydrocarbon, and belongs to the field of organic synthesis. According to the method, simple (hetero) aromatic hydrocarbon is taken as an initial raw material and is stirred and reacted in an organic solvent at 40-100 DEG C under the action of a nitration reagent, a lewis acid catalyst and protective gas, and nitro (hetero) aromatic hydrocarbon can be obtained. The method provided by the invention has the advantages of cheap and easily available raw materials, mild reaction conditions, simple preparation process, good chemical selectivity, wide substrate application range, easy amplification and the like, has great application potential, and lays a good foundation for industrial production.

Nucleophilic Fluorination of Heteroaryl Chlorides and Aryl Triflates Enabled by Cooperative Catalysis

Aryl and heteroaryl fluorides are growing to be dominant motifs in pharmaceuticals and agrochemicals, yet they are rare in both nature and commodity chemicals. As a consequence, there is an increasingly urgent need to develop mild, cost-effective, and scalable methods for fluorination. The most straightforward route to synthesize aryl fluorides is through the halide exchange "halex"reaction, but conditions, cost, and atom economy preclude most available methods from large-scale manufacturing processes. We report a new approach that leverages the cooperative action of 18-crown-6 ether and tetramethylammonium chloride to catalytically access the reactivity of tetramethylammonium fluoride and achieve halex fluorinations under mild conditions with operational ease. The described methodology readily converts both heteroaryl chlorides and aryl triflates to their corresponding (hetero)aryl fluorides in high yields and purities.

Ipso Nitration of Aryl Boronic Acids Using Fuming Nitric Acid

The ipso nitration of aryl boronic acid derivatives has been developed using fuming nitric acid as the nitrating agent. This facile procedure provides efficient and chemoselective access to a variety of aromatic nitro compounds. While several activating agents and nitro sources have been reported in the literature for this synthetically useful transformation, this report demonstrates that these processes likely generate a common active reagent, anhydrous HNO3. Kinetic and mechanistic studies have revealed that the reaction order in HNO3 is >2 and indicate that the ?NO2 radical is the active species.

Photoinduced Iron-Catalyzed ipso-Nitration of Aryl Halides via Single-Electron Transfer

A photoinduced iron-catalyzed ipso-nitration of aryl halides with KNO2 has been developed, in which aryl iodides, bromides, and some of aryl chlorides are feasible. The mechanism investigations show that the in situ formed iron complex by FeSO4, KNO2, and 1,10-phenanthroline acts as the light-harvesting photocatalyst with a longer lifetime of the excited state, and the reaction undergoes a photoinduced single-electron transfer (SET) process. This work represents an example for the photoinduced iron-catalyzed Ullmann-type couplings.

Radical Decarboxylative Carbometalation of Benzoic Acids: A Solution to Aromatic Decarboxylative Fluorination

Abundant aromatic carboxylic acids exist in great structural diversity from nature and synthesis. To date, the synthetically valuable decarboxylative functionalization of benzoic acids is realized mainly by transition-metal-catalyzed decarboxylative cross couplings. However, the high activation barrier for thermal decarboxylative carbometalation that often requires 140 °C reaction temperature limits both the substrate scope as well as the scope of suitable reactions that can sustain such conditions. Numerous reactions, for example, decarboxylative fluorination that is well developed for aliphatic carboxylic acids, are out of reach for the aromatic counterparts with current reaction chemistry. Here, we report a conceptually different approach through a low-barrier photoinduced ligand to metal charge transfer (LMCT)-enabled radical decarboxylative carbometalation strategy, which generates a putative high-valent arylcopper(III) complex, from which versatile facile reductive eliminations can occur. We demonstrate the suitability of our new approach to address previously unrealized general decarboxylative fluorination of benzoic acids.

The polyhedral nature of selenium-catalysed reactions: Se(iv) species instead of Se(vi) species make the difference in the on water selenium-mediated oxidation of arylamines

Selenium-catalysed oxidations are highly sought after in organic synthesis and biology. Herein, we report our studies on the on water selenium mediated oxidation of anilines. In the presence of diphenyl diselenide or benzeneseleninic acid, anilines react with hydrogen peroxide, providing direct and selective access to nitroarenes. On the other hand, the use of selenium dioxide or sodium selenite leads to azoxyarenes. Careful mechanistic analysis and 77Se NMR studies revealed that only Se(iv) species, such as benzeneperoxyseleninic acid, are the active oxidants involved in the catalytic cycle operating in water and leading to nitroarenes. While other selenium-catalysed oxidations occurring in organic solvents have been recently demonstrated to proceed through Se(vi) key intermediates, the on water oxidation of anilines to nitroarenes does not. These findings shed new light on the multifaceted nature of organoselenium-catalysed transformations and open new directions to exploit selenium-based catalysis.

Method for pipeline continuous fluorination with fluorine salt as fluorine source

The method comprises the following steps: dissolving a fluorine salt in an aqueous polar aprotic solvent as reaction liquid A, dissolving an aryl (heterocyclic) chloride in a polar aprotic solvent as reaction liquid B, and reacting a polar aprotic solvent in the reaction liquid A with a polar aprotic solvent of the reaction liquid B. The reaction medium consisting of the preheated reaction liquid A and the preheated reaction liquid B enters the reaction coil for a fluorination reaction, and the resulting product from the reaction coil is subjected to post-treatment to obtain the product. The method has the characteristics of no need of adding a phase transfer catalyst, continuous production, low production cost and the like.