345-18-6

Usage

Uses

Used in Pharmaceutical Industry:
5-Chloro-2-fluoronitrobenzene is used as a key intermediate for the synthesis of various pharmaceuticals. Its unique structure allows for the development of new drugs with specific therapeutic properties, contributing to advancements in medicinal chemistry.
Used in Agrochemical Industry:
In the agrochemical sector, 5-Chloro-2-fluoronitrobenzene serves as a crucial building block for the production of pesticides and other agrochemicals. Its incorporation into these compounds can enhance their effectiveness in protecting crops and controlling pests.
Used in Dye and Pigment Industry:
5-Chloro-2-fluoronitrobenzene is utilized as an intermediate in the manufacture of dyes and pigments. Its presence in these compounds can impart specific color characteristics and improve their performance in various applications, such as textiles, plastics, and inks.
Used in Specialty Chemicals Industry:
5-Chloro-2-fluoronitrobenzene also finds application in the production of specialty chemicals, where its unique properties can be harnessed to create high-performance materials for specific industrial uses.
Safety Precautions:
Given its classification as a hazardous chemical, 5-Chloro-2-fluoronitrobenzene must be handled with care to prevent potential irritation and damage to the skin, eyes, and respiratory system. Proper safety measures, including the use of personal protective equipment and adherence to handling protocols, are essential when working with 5-Chloro-2-fluoronitrobenzene.

InChI:InChI=1/C6H3ClFNO2/c7-4-1-2-5(8)6(3-4)9(10)11/h1-3H

Upstream product

• 352-33-0 1-Chloro-4-fluorobenzene 
• 89-61-2 2,5-dichloronitrobenzene 
• 1948-14-7 (4-Chlor-2-nitro-phenyl)-trifluormethylsulfon 
• 610-40-2 3,4-dinitro-chlorobenzene 
• 371-40-4 4-fluoroaniline 
• 1493-27-2 ortho-nitrofluorobenzene 
• 364-76-1 4-Fluoro-3-nitroaniline 

Downstream Products

• 89-21-4 4-chloro-2-nitroanisole 
• 89-64-5 p-chloro-o-nitrophenol 
• 89-63-4 4-Chloro-2-nitroaniline 
• 173034-13-4 5-(4-Chloro-2-nitro-phenyl)-2,8-dimethyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole-6-carboxylic acid methyl ester 
• 173034-14-5 5-(4-Chloro-2-nitro-phenyl)-2,8-dimethyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole 
• 16611-15-7 N-(4-chloro-2-nitrophenyl)benzenamine 
• 2106-05-0 5-chloro-2-fluoroaniline 
• 193698-88-3 [(4-chloro-2-nitro-phenylamino)-methyl]-phosphonic acid diethyl ester 
• 15950-17-1 4-chloro-N-methyl-2-nitroaniline 
• 92161-65-4 methyl 2-((4-chloro-2-nitrophenyl)thio)benzoate 
• 858670-83-4 methyl 2-(4-chloro-2-nitrophenoxy)benzoate 
• 142596-60-9 C₁₀H₁₂ClNO₃ 
• 102236-24-8 4-chloro-2-nitro-phenetole 
• 692284-82-5 4-chloro-2-isopropoxynitrobenzene 

Relevant academic research and scientific papers

Catalyst and application thereof in synthesis of aromatic fluorine compounds

The invention belongs to the field of catalyst preparation and application, and particularly relates to a catalyst and application thereof in synthesis of aromatic fluorine compounds. The nickel catalyst is dichloro-bis-(tri-cyclohexylphosphine) nickel, and the molecular formula of the nickel catalyst is Ni (Py3) 2Cl2. The nickel catalyst is applied to catalyzing inorganic fluoride to replace aromatic chloride to synthesize fluoride. The catalyst has the advantages of easily available reagents, simple catalyst synthesis, simple operation conditions, low reaction temperature, high reaction yield and less time consumption.

A polymer imidazole salt as phase-transfer catalyst in halex fluorination irradiated by microwave

A new imidazole polymer salt was synthesized in order to develop a high efficiency phase-transfer catalyst for multi-phase reactions. The polymer salt was prepared easily by co-polymerization of 1-1′-(1,4-butamethylene)bis(imidazole) and 1,2-dibromoethane, and has the properties of excellent chemical and thermal stability and high ionic conductivity. It was applied as phase-transfer catalyst in the fluorination of chloronitrobenzenes under the irradiation of microwave and gave excellent yields of corresponding fluoronitrobenzenes. In addition, the enhanced mechanism of microwave was studied and found "non-thermal" effect was a great factor.

N-halosuccinimide/BF3-H2O, efficient electrophilic halogenating systems for aromatics

N-Halosuccinimides (NXS, 1) are efficiently activated in trifluoromethanesulfonic acid and BF3-H2O, allowing the halogenations of deactivated aromatics. Because BF3-H2O is more economic, easy to prepare, nonoxidizing, and offers sufficiently high acidity (-H0 ≈ 12, only slightly lower than that of trifluoromethanesulfonic acid), an efficient new electrophilic reagent combination of NXS/BF3-H2O has been developed. DFT calculations at the B3LYP/6-311++G**//B3LYP/6-31G* level suggest that protonated N-halosuccinimides undergo further protosolvation at higher acidities to reactive superelectrophilic species capable either in the transfer of X+ from the protonated forms of NXS to the aromatic substrate or in forming a highly reactive and solvated X+ which would readily react with the aromatic substrates. Structural aspects of the BF 3-H2O complex have also been investigated.

A polymer onium acting as phase-transfer catalyst in halogen-exchange fluorination promoted by microwave

A polymerized quaternary ammonium salt polydiallyldimethylammonium chloride, exhibiting high stability to heat and base, was prepared and applied as phase-transfer catalyst (PTC) in halogen-exchange (Halex) fluorination of chloronitrobenzenes to give excellent yields of corresponding fluoronitrobenzenes. Dimethyl sulfoxide was found to be the best solvent when microwave was applied as heating resource.

Methylhexamethylenetetramine fluoride dihydrate: A new fluorodenitration reagent

Methylhexamethylenetetramine fluoride dihydrate has been prepared by conventional methods. It is moderately soluble in polar aprotic solvents, and shows good thermal stability, enabling it to be dried. The reagent is capable of converting activated nitroaromatics to the corresponding fluoroaromatics, with a high selectivity to monofluorodenitration being observed with some polysubstituted aromatics.

PHASE-TRANSFER CATALYSIS IN THE FLUORODECHLORINATION OF CHLORONITROARENES

The activity of phase-transfer catalysts during the fluorodechlorination of chloronitroarenes in the absence of aprotic polar solvents was compared.The optimum conditions for the process were selected.

Selective fluorodenitration of chloronitroaromatics

Nucleophilic fluorination of chloronitrobenzenes shows a strong bias for fluorodenitration rather than halogen exchange.

Hydroxylamine derivative of 5-nitro-8-hydroxy quinoline

Novel hydroxylamino derivatives of the formula wherein Ar is selected from the group consisting of mono- and polycyclic aromatics and hetero-aromatics, both optionally substituted with at least one member of the group consisting of --OH, halogen, --NO2, --CN, STR1 --R7, --OR8, STR2 --SO2 R12, --SO3 R13, --COOR14, aryl of 6 to 14 carbon atoms, --OR16, --CH2 --CN and --CH2 SO2 --R15, R1, R2, R3, R4, R5 and R6 are individually selected from the group consisting of hydrogen and alkyl of 1 to 8 carbon atoms, R7 and R8 are optionally unsaturated alkyl of 1 to 8 carbon atoms optionally substituted with at least one member of the group consisting of halogen and cyano, R9, R10, R11, R12 and R13 are alkyl of 1 to 8 carbon atoms, Z is selected from the group consisting of hydrogen, optionally unsaturated alkyl of 1 to 8 carbon atoms and acyl of an organic carboxylic acid of 2 to 18 carbon atoms, R14 is selected from the group consisting of hydrogen and alkyl of 1 to 8 carbon atoms, R15 is selected from the group consisting of alkyl of 1 to 8 carbon atoms and aryl of 6 to 14 carbon atoms optionally substituted with an alkyl of 1 to 8 carbon atoms, R16 is aryl of 6 to 14 carbon atoms optionally substituted with a member of the group consisting of alkyl of 1 to 8 carbon atoms, halogen and --NO2, the substituents of Ar being able to form rings containing at least one heteroatom selected from the group consisting of oxygen, nitrogen and sulfur and their non-toxic agriculturally acceptable acid addition salts with the proviso Ar is not phenyl nor phenyl with one methyl in the 2,3 or 4 position, a nitro in the 2- or 4-position, a chlorine in the 3- or 4-position, a bromine in the 4-position or a --CF3 in the 4-position nor 2,4-dinitrophenyl nor 2-nitro-4-trifluoromethylphenyl nor 2,6-dinitrophenyl nor 2,4,6-trinitrophenyl nor 2,4-dinitro-6-trifluoromethylphenyl useful for increasing vegetation growth and increasing crop yields and their preparation.

Thieno[3,2-b]-[1,5]benzodiazepines

Thieno[1,5]benzodiazepines having useful CNS activity containing the novel tricyclic ring system: STR1 the 10-position being substituted by an amino, preferably a piperazino, group.