364-78-3

Basic information

• Product Name: 4-Fluoro-2-nitrobenzeneamine
• Synonyms: 4-Fluoro-2-nitroaniline,98%;4-FLUORO-2-NITROANILINE;4-FLUORO-2-NITROBENZENEAMINE;2-NITRO-4-FLUOROANILINE;Benzenamine, 4-fluoro-2-nitro-;4-Fluoro-2-Nitroaniline 2-Nitro-4-Fluoroaniline;4-Fluoro-2-nitroaniline 97%;4-Fluoro-2-nitroaniline97%
• CAS NO: 364-78-3
• Molecular Formula: C₆H₅FN₂O₂
• Molecular Weight: 156.11
• EINECS: 206-666-0
• Product Categories: Chemical Synthesis;Fluorinated Building Blocks;Nitrogen Compounds;Organic Building Blocks;Organic Fluorinated Building Blocks;Other Fluorinated Organic Building Blocks;Anilines, Aromatic Amines and Nitro Compounds;Anilines, Amides & Amines;Fluorine Compounds;Nitro Compounds;Amines;C2 to C6;Nitrogen Compounds;Fluorinated benzene series;Aryl Fluorinated Building Blocks;Building Blocks;C6
• Mol File: 364-78-3.mol
• Article Data: 21

Chemical Properties

• Melting Point: 90-94 °C(lit.)
• Boiling Point: 295.1 °C at 760 mmHg
• Flash Point: 193 °F
• Appearance: Orange to brown/Crystalline Powder
• Density: 1.3822 (estimate)
• Vapor Pressure: 1.04mmHg at 25°C
• Refractive Index: 1.472
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: -0.11±0.10(Predicted)
• Water Solubility: INSOLUBLE
• BRN: 2210197
• CAS DataBase Reference: 4-Fluoro-2-nitrobenzeneamine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Fluoro-2-nitrobenzeneamine(364-78-3)
• EPA Substance Registry System: 4-Fluoro-2-nitrobenzeneamine(364-78-3)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37-36/37/39
• RIDADR: 2811
• WGK Germany: 3
• HazardClass: 6.1(b)
• PackingGroup: III
• Hazardous Substances Data: 364-78-3(Hazardous Substances Data)

Usage

Description

4-Fluoro-2-nitrobenzeneamine, also known as 4-Fluoro-2-nitroaniline, is an organic compound that forms complexes with cobalt(II), nickel(II), and copper(II). It is characterized by its orange to brown crystalline powder appearance.

Uses

Used in Chemical Synthesis:
4-Fluoro-2-nitrobenzeneamine is used as a reagent for the preparation of various compounds, including 4-fluoro-o-phenylenediamine, 4-fluoro-N-ethyl-2-nitroaniline, and N-(4-fluoro-2-nitrophenyl)-beta-alanine. It serves as a starting reagent in the synthesis of these compounds, which can have further applications in different industries.
Used in Pharmaceutical Industry:
4-Fluoro-2-nitrobenzeneamine is employed as a pharmaceutical intermediate, playing a crucial role in the development of various drugs. Its ability to form complexes with metal ions like cobalt(II), nickel(II), and copper(II) makes it a valuable component in the coordination chemistry of drug design.
Used in Coordination Chemistry:
In the field of coordination chemistry, 4-Fluoro-2-nitrobenzeneamine acts as a monodentate O-bonded ligand, forming complexes with transition metals such as copper(II), nickel(II), and cobalt(II). These complexes can have potential applications in various areas, including catalysis, sensing, and materials science.

InChI:InChI=1/C8H6F2O/c1-5(11)7-3-2-6(9)4-8(7)10/h2-4H,1H3

Upstream product

• 351-83-7 4'-fluoroacetanilide 
• 110-91-8 morpholine 
• 448-39-5 N-(4-fluoro-2-nitrophenyl)acetamide 
• 364-74-9 1,4-difluoro-2-nitrobenzene 
• 540-36-3 para-difluorobenzene 
• 893620-80-9 N-(4-fluorophenyl)pyrimidin-2-ylamine 
• 371-40-4 4-fluoroaniline 
• 402-67-5 3-fluoro-1-nitrobenzene 

Downstream Products

• 343-26-0 6-fluoro-8-nitroquinoline 
• 35266-15-0 C₁₀H₁₀FN₃O₄S 
• 402-67-5 3-fluoro-1-nitrobenzene 
• 555-03-3 3-nitroanisole 
• 147643-69-4 2-<<<4-(methylthio)phenyl>methyl>amino>-5-fluoronitrobenzene 
• 128691-91-8 2,2,2-trifluoro-N-(4-fluoro-2-nitrophenyl)acetamide 
• 887572-14-7 N-benzyl-4-fluoro-2-nitroaniline 
• 185379-43-5 N-(4-Fluoro-2-nitro-phenyl)-2-phenyl-acetamide 
• 143948-69-0 ethyl 3-[(4-fluoro-2-nitrophenyl)amino]-3-oxopropionate 
• 897446-53-6 2-cyclohexyl-N-(4-fluoro-2-nitrophenyl)-2-phenylacetamide 
• 654063-68-0 4-fluoro-2-nitrobenzenethiol 
• 328546-72-1 3-[(4-fluoro-2-nitrophenyl)amino]propanenitrile 
• 612506-04-4 2-(4-fluoro-2-nitrophenylamino)-5-methylbenzonitrile 
• 612506-48-6 2-(4-fluoro-2-nitrophenylamino)-5-trifluoromethylbenzonitrile 

Relevant articles and documents

HETEROCYCLIC SYSTEMS CONTAINING BRIDGEHEAD NITROGEN ATOMS. PART LXVIII. REACTION OF 5-FLUOROBENZIMIDAZOLYL-2-THIONE WITH CHLOROACETIC ACID: STUDIES OF ORIENTATION OF CYCLIZATION IN THE SYNTHESES OF 6-FLUORO- AND 7-FLUOROTHIAZOLOBENZIMIDAZOL-3(2H)-ONES

4-Fluoroaniline on successive acetylation, nitration and hydrolysis affords 4-fluoro-2-nitroaniline which on reduction with Raney nickel and hydrazine hydrate followed by treatment of the resulting diamine with carbon disulphide in situ gives 5-fluorobenzimidazolyl-2-thione.The thione on condensation with chloroacetic acid yields acetic acid which on cyclization in a mixture of acetic anhydride and pyridine furnishes two isomers viz. 6-fluoro- and 7-fluorothiazolobenzimidazol-3(2H)-ones.The condensation of thione with 1,2-dibromoethane affords sym-bis-(5-fluorobenzimidazo-2-yl-mercapto)ethane.The structural assignments for the 6-fluoro- and 7-fluorothiazolobenzimidazol-3(2H)-ones have been made by 1H-NMR spectral data using two different methods.

A preparation method for 4-methoxy-2-nitrobenzoic acid

An industrial preparation method for 4-methoxy-2-nitrobenzoic acid is disclosed. In the method, p-difluorobenzene is adopted as an initial raw material and subjected to nitration, ammonolysis, diazotization bromination, cyaniding, methoxylation and hydrolysis which are six steps to synthesize the 4-methoxy-2-nitrobenzoic acid. The 4-methoxy-2-nitrobenzoic acid obtained by the method is white powdered solid with purity being 98.5%, the raw material conversion ratio in each step is 100%, and the total yield of the whole process is 35.8%.

Palladium(II)-catalyzed, heteroatom-directed, regioselective C-H nitration of anilines using pyrimidine as a removable directing group

A new palladium-catalyzed, heteroatom-directed strategy for C-H nitration of anilines is described. This C-H functionalization reaction is highly ortho-selective and results in very good yields. The highlight of the work is the use of pyrimidine as the removable directing group. This approach constitutes one of the rare methods of ortho-nitration of anilines, a reaction that is normally very difficult to achieve via traditional approaches.