350-46-9

Basic information

• Product Name: 4-Fluoronitrobenzene
• Synonyms: 4-Fluornitrobenzol;4-fluoro-1-nitrobenzene;Benzene,1-fluoro-4-nitro-;Fluoronitrobenzene3;Fluoronitrobenzenecolorlesssolid;4-Fluoronitrobenzene p-Fluoronitrobenzene;1-Fluoro-4-Nitrobenzene(4-Fluoronitrobenzene;p-Fluoronitrobenzene,99%
• CAS NO: 350-46-9
• Molecular Formula: C₆H₄FNO₂
• Molecular Weight: 141.1
• EINECS: 206-502-8
• Product Categories: Aromatic Halides (substituted);Halides;Phenyls & Phenyl-Het;Phenyls & Phenyl-Het;Nitro Compounds;Nitrogen Compounds;Organic Building Blocks
• Mol File: 350-46-9.mol
• Article Data: 162

Chemical Properties

• Melting Point: 21 °C(lit.)
• Boiling Point: 205 °C(lit.)
• Flash Point: 182 °F
• Appearance: deep greenish-yellow/Liquid After Melting
• Density: 1.33 g/mL at 25 °C(lit.)
• Vapor Density: >1 (vs air)
• Vapor Pressure: 5.5 mm Hg ( 70 °C)
• Refractive Index: n20/D 1.531(lit.)
• Storage Temp.: Store below +30°C.
• Water Solubility: Insoluble in water.
• Stability: Stable. Combustible. Incompatible with strong oxidizing agents.
• BRN: 606923
• CAS DataBase Reference: 4-Fluoronitrobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Fluoronitrobenzene(350-46-9)
• EPA Substance Registry System: 4-Fluoronitrobenzene(350-46-9)

Safety Data

• Hazard Codes: Xn,T,Xi
• Statements: 20/21/22-33
• Safety Statements: 36-36/37
• RIDADR: UN 2811 6.1/PG 3
• WGK Germany: 1
• RTECS: DA1400000
• TSCA: Yes
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 350-46-9(Hazardous Substances Data)

Usage

Description

4-Fluoronitrobenzene, also known as 4-Nitrofluorobenzene, is an aryl fluorinated building block and a common intermediate used for the synthesis of various industrially useful compounds. It is characterized by its yellow liquid appearance and plays a significant role in the production of novel soluble aromatic polyimides, such as 1,3,5-Tris(4-aminophenoxy)benzene (TAB).

Uses

Used in Chemical Synthesis:
4-Fluoronitrobenzene is used as a key intermediate in the chemical synthesis industry for the production of a wide range of compounds. Its unique structure allows for versatile reactions and the creation of various derivatives, making it a valuable component in the synthesis of pharmaceuticals, dyes, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-Fluoronitrobenzene is utilized as a pharmaceutical intermediate. Its properties enable the development of new drugs with potential therapeutic applications, contributing to the advancement of medical treatments.
Used in Hair Dye Industry:
4-Fluoronitrobenzene is also used as a component in the hair dye industry. Its incorporation into hair dye formulations can enhance the color properties and improve the overall performance of the product, providing consumers with better hair coloring experiences.
Used in Polymer Industry:
In the polymer industry, 4-Fluoronitrobenzene is used for the preparation of novel soluble aromatic polyimides, such as 1,3,5-Tris(4-aminophenoxy)benzene (TAB). These polyimides exhibit unique properties, such as high thermal stability and excellent mechanical strength, making them suitable for various applications, including aerospace, electronics, and automotive industries.

Synthesis Reference(s)

Journal of the American Chemical Society, 78, p. 6034, 1956 DOI: 10.1021/ja01604a022Tetrahedron, 52, p. 23, 1996 DOI: 10.1016/0040-4020(95)00867-8Tetrahedron Letters, 30, p. 7199, 1989 DOI: 10.1016/S0040-4039(01)93933-4

Flammability and Explosibility

Nonflammable

Purification Methods

Crystallise it from EtOH. [Beilstein 5 H 241, 5 IV 719.]

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

Upstream product

• 462-06-6 fluorobenzene 
• 591-09-3 nitro acetate 
• 456-27-9 4-nitrobenzenediazonium tetrafluoroborate 
• 100-01-6 4-nitro-aniline 
• 100-00-5 4-chlorobenzonitrile 
• 99-65-0 meta-dinitrobenzene 
• 34467-53-3 p-fluoronitrobenzene anion 
• 598-58-3 methyl nitrate 
• 121-73-3 3-Nitrochlorobenzene 
• 355-02-2 perfluoro(methylcyclohexane) 
• 54480-44-3 N,N-dimethyl-N'-(4-methoxyphenyl)-1,4-phenylendiamine 
• 123199-74-6 C₉F₂₄P^(1-)*C₆H₄N₃O₂⁽¹⁺⁾ 
• 13118-32-6 p-nitrophenyldimethylsulphonium methylsulphate 
• 29843-53-6 dimethyl(p-nitrophenyl)sulfonium perchlorate 

Downstream Products

• 6574-15-8 1-(4-nitrophenyl)piperidine 
• 16078-86-7 4-Hydroxy-4'-nitrodiphenylamine 
• 13663-59-7 N-(4-nitrophenyl)cyclohexylamine 
• 620-89-3 4-methyl-N-(4-nitrophenyl)aniline 
• 16124-69-9 4-[(4-nitrophenyl)amino]benzoic acid 
• 3665-80-3 N-Ethyl-4-nitroanilin 
• 1965-54-4 N-(2-hydroxyethyl)-4-nitroaniline 
• 16365-27-8 2-(4-nitrophenoxy)ethanol 
• 1836-74-4 4-(4-chlorophenoxy)nitrobenzene 
• 85951-93-5 (3,5-dimethyl-phenyl)-(4-nitro-phenyl)-amine 
• 5431-36-7 NSC 13585 
• 2216-15-1 1-diethylamino-4-nitrobenzene 
• 58259-34-0 N-butyl-4-nitroaniline 
• 836-30-6 4-ntrophenyl(phenyl)amine 

Relevant articles and documents

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.

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.

Preparation method of fluorine-containing aryl compound

The invention relates to the field of organic synthesis, and especially relates to a preparation method of a fluorine-containing aryl compound. The invention provides a preparation method of a compound as shown in a formula 1. The preparation method comprises the following steps: fluorination reaction: reacting a compound as shown in a formula 2 with alkali metal fluoride in the presence of a phase transfer catalyst to prepare the compound as shown in the formula 1. According to the preparation method of the fluorine-containing aryl compound provided by the invention, a reaction system does not contain a solvent, the boiling point of the phase transfer catalyst is relatively high, solvent interference is avoided during rectification or short steaming after the reaction is finished, the distillation yield is high, and the product purity is good.