394-33-2

Basic information

• Product Name: 2-Nitro-4-fluorophenol
• Synonyms: 4-FLUORO-2-NITROPHENOL;4-Fluoro-2-nitrophenol 99%;4-Fluoro-2-nitrophenol99%;4-fluoro-2-nitrobenzophenol;4-FLUORO-2-NITROPHENOL, 98+%;5-Fluoro-2-hydroxynitrobenzene;Phenol, 4-fluoro-2-nitro-;2-NITRO-4-FLUOROPHENOL
• CAS NO: 394-33-2
• Molecular Formula: C₆H₄FNO₃
• Molecular Weight: 157.1
• EINECS: 206-894-0
• Product Categories: Aromatic Phenols;Phenol&Thiophenol&Mercaptan;Organic Building Blocks;Oxygen Compounds;Phenols
• Mol File: 394-33-2.mol
• Article Data: 49

Chemical Properties

• Melting Point: 75-77 °C(lit.)
• Boiling Point: 234.1 °C at 760 mmHg
• Flash Point: 95.4 °C
• Appearance: yellow crystalline powder
• Density: 1.4306 (estimate)
• Vapor Pressure: 0.0353mmHg at 25°C
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 6.76±0.14(Predicted)
• BRN: 1950412
• CAS DataBase Reference: 2-Nitro-4-fluorophenol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Nitro-4-fluorophenol(394-33-2)
• EPA Substance Registry System: 2-Nitro-4-fluorophenol(394-33-2)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36-37/39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 394-33-2(Hazardous Substances Data)

Usage

Description

2-Nitro-4-fluorophenol is a chemical compound with the molecular formula C6H4FNO3, characterized by its yellow crystalline powder appearance. It is formed during the nitration of 4-fluorophenol, which is activated by iron(III) nitrate nonahydrate and catalyzed by tungstophosphoric acid cesium salt.

Uses

Used in Pharmaceutical Industry:
2-Nitro-4-fluorophenol is used as an intermediate chemical for the synthesis of various pharmaceutical compounds, specifically for the preparation of 5-fluoro-2-methoxyaniline and 5-fluoro-2-hydroxyaniline. These synthesized compounds can be further utilized in the development of drugs targeting different medical conditions.
Used in Chemical Synthesis:
In the field of chemical synthesis, 2-Nitro-4-fluorophenol serves as a key building block for creating a range of chemical products. Its unique structure, which includes a nitro group and a fluorine atom, allows for versatile reactions and functional group transformations, making it a valuable component in the synthesis of various organic compounds.
Used in Research and Development:
2-Nitro-4-fluorophenol is also utilized in research and development settings, where it can be employed to study the effects of nitro and fluoro substitutions on the chemical and physical properties of phenolic compounds. This knowledge can be applied to the design and development of new materials and pharmaceuticals with improved properties and functionalities.

InChI:InChI=1/C6H4FNO3/c7-4-1-2-6(9)5(3-4)8(10)11/h1-3,9H/p-1

Upstream product

• 371-41-5 4-Fluorophenol 
• 364-74-9 1,4-difluoro-2-nitrobenzene 
• 445-83-0 4-fluoro-1-methoxy-2-nitrobenzene 
• 321-04-0 4-fluoro-2-nitro-phenetole 
• 371-40-4 4-fluoroaniline 
• 459-60-9 1-fluoro-4-methoxybenzene 
• 42864-24-4 2-cyano-3,4-dimethyl-4-nitrocyclohexa-2,5-dienyl acetate 
• 119-34-6 4-amino-2-nitrophenol 
• 123871-59-0 4-fluoro-4-nitrocyclohexa-2,5-dienone 
• 7697-37-2 nitric acid 
• 446-09-3 2-bromo-5-fluoronitrobenzene 
• 540-80-7 tert.-butylnitrite 

Downstream Products

• 399-97-3 2-amino-4-fluorophenol 
• 445-83-0 4-fluoro-1-methoxy-2-nitrobenzene 
• 157831-74-8 4-fluoro-2-nitro-6-(piperidin-1'-ylmethyl)phenol 
• 100-02-7 4-nitro-phenol 
• 100638-16-2 ethyl 4-fluoro-2-nitrophenoxyacetate 
• 943833-08-7 4-fluoro-1-(3'-methylbut-2'-enyloxy)-2-nitrobenzene 
• 387-97-3 5-fluoro-8-quinolinol 
• 873960-29-3 4-fluoro-2-nitrophenyl (2Z)-3-phenylprop-2-enyl ether 
• 873960-38-4 4-fluoro-2-nitrophenyl (2E)-3-phenylprop-2-enyl ether 
• 949494-51-3 5-fluoro-2-[4-(2-iodophenoxy)butoxy]aniline 
• 949494-73-9 5-fluoro-2-[6-(2-iodophenoxy)hexyloxy]aniline 
• 13451-78-0 5-fluorobenzo[d]oxazole-2-thiol 
• 869790-43-2 5-fluoro-2-(2-iodobenzyloxy)aniline 
• 211514-03-3 1-methyl-cyclohexanecarboxylic acid (5-fluoro-2-mercapto-phenyl)-amide 

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.

Nitration method for aryl phenol or aryl ether derivative

The invention relates to a nitration method for an aryl phenol or aryl ether derivative. The method comprises the steps of stirring an aryl phenol or aryl ether compound, nitrate, trimethylchlorosilane (TMSCl) and a copper salt in an acetonitrile solution in air at room temperature, simultaneously, monitoring extent of reaction through a TLC dot plate, removing a solvent from a mixture by a rotaryevaporator after a substrate is consumed completely, and carrying out purification through a silica-gel column, thereby obtaining a nitroolefin derivative. Meanwhile, the selective mono-nitration orbis-nitration of the substrate can be achieved through controlling equivalent weight of the nitrate. Compared with the prior art, the nitration method disclosed by the invention has the advantages that the consumption of strong-acid substances is avoided, the reaction conditions are mild, the yield is high, the applicable range of the substrate is wide, reaction activity is free of obvious attenuation after an amplified reaction, and an excellent yield is still obtained, so that the method has an obvious industrial application value.

Room-Temperature, Water-Promoted, Radical-Coupling Reactions of Phenols with tert -Butyl Nitrite

A radical-radical cross-coupling reaction of phenols with tert -butyl nitrite has been developed with the use of water as an additive. This method allows the construction of C-N bonds under an air atmosphere at room temperature, providing the ortho -nitrated phenol derivative in moderate to good yields.