364-74-9

Basic information

• Product Name: 2,5-Difluoronitrobenzene
• Synonyms: 1,4-difluoro-2-nitro-benzen;Benzene, 1,4-difluoro-2-nitro-;2,5-DIFLUORONITROBENZENE;1,4-DIFLUORO-2-NITROBENZENE;AKOS BBS-00006468;2,5-Difluoro-1-nitrobenzene;Benzene, 1,4-difluoro-2-nitro- (6CI,7CI,8CI,9CI);3,5-diflurobenzalcohol
• CAS NO: 364-74-9
• Molecular Formula: C₆H₃F₂NO₂
• Molecular Weight: 159.09
• EINECS: 206-663-4
• Product Categories: HALIDE;Anilines, Aromatic Amines and Nitro Compounds;Miscellaneous;Fluorine series
• Mol File: 364-74-9.mol
• Article Data: 12

Chemical Properties

• Melting Point: −11.7 °C(lit.)
• Boiling Point: 206.5 °C(lit.)
• Flash Point: 194 °F
• Appearance: Clear yellow/Liquid
• Density: 1.467 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.000157mmHg at 25°C
• Refractive Index: n20/D 1.509(lit.)
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility: insoluble
• BRN: 2210200
• CAS DataBase Reference: 2,5-Difluoronitrobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-Difluoronitrobenzene(364-74-9)
• EPA Substance Registry System: 2,5-Difluoronitrobenzene(364-74-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• RIDADR: 2810
• WGK Germany: 3
• RTECS: CZ5715000
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 364-74-9(Hazardous Substances Data)

Usage

Description

2,5-Difluoronitrobenzene is an organic compound with the chemical formula C6H3F2NO2. It is a clear yellow liquid and is known for its chemical properties that make it a valuable intermediate in the synthesis of various organic compounds.

Uses

Used in Pharmaceutical Industry:
2,5-Difluoronitrobenzene is used as a synthetic intermediate for the production of N-alkylated 2-arylaminobenzimidazolesquinoxalinones. These compounds have potential applications in the development of new drugs and therapies.
Used in Chemical Research:
2,5-Difluoronitrobenzene is also used as a synthetic intermediate for the synthesis of N-(2-nitro-4-fluorophenyl)-1,2,3,4-tetrahydroisoquinoline. 2,5-Difluoronitrobenzene is of interest in chemical research due to its unique structure and potential applications in various fields.

InChI:InChI=1/C6H5FN2O2/c7-5-2-1-4(8)3-6(5)9(10)11/h1-3H,8H2

Upstream product

• 540-36-3 para-difluorobenzene 
• 97-00-7 1-chloro-2,4-dinitro-benzene 
• 367-30-6 2,5-difluoroaniline 
• 98-95-3 nitrobenzene 

Downstream Products

• 346-54-3 1-(4-fluoro-2-nitro-anilino)-D-1-deoxy-galactitol 
• 321-04-0 4-fluoro-2-nitro-phenetole 
• 394-33-2 2-nitro-4-fluorophenol 
• 367-30-6 2,5-difluoroaniline 
• 107751-26-8 2,2',5,5'-tetrafluoroazoxybenzene 
• 322-73-6 2-(4-fluoro-2-nitrophenylthio)aniline 
• 23073-23-6 4-Fluoranthroxanonitril 
• 140381-67-5 N-(2-nitro-4-fluorophenyl)-1,2,3,4-tetrahydroisoquinoline 
• 121845-35-0 5-(4-Fluoro-2-nitro-phenylamino)-3-methyl-3H-imidazole-4-carbonitrile 
• 122800-02-6 5-(4-Fluoro-2-nitro-phenylamino)-1-methyl-1H-pyrazole-4-carboxylic acid ethyl ester 
• 79291-38-6 ethyl 3-<(4-fluoro-2-nitrophenyl)amino>-1-methylpyrazole-4-carboxylate 
• 79291-44-4 Ethyl 3-(4-fluoro-2-nitroanilino)-1-(1-methylethyl)pyrazole-4-carboxylate 
• 145323-40-6 N-(4-fluoro-2-nitrophenyl)-N-methylglycine 
• 133052-61-6 methyl 4-<<(4-fluoro-2-nitrophenyl)amino>methyl>benzoate 

Relevant articles and documents

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%.

A high-output, continuous selective and heterogeneous nitration of p -difluorobenzene

A practical continuous nitration process for 2,5-difluoronitrobenzene via nitration of p-difluorobenzene with fuming nitric acid in 98% yield has been developed. The excellent yield of this liquid/liquid biphasic reaction resulted from the advantages of a continuous flow system. The 2.0 equiv sulfuric acid could be used three times directly with product yields in the range of 96-98%, and further recycling of waste acid could be partly achieved by adjusting the concentration of sulfuric acid. Reaction time could be brought down to 2 min by increasing the reaction temperature and thereby taking advantage of superior mass and heat transfer of this continuous flow system.

BF3·2CF3CH2OH (BF 3·2TFE), an efficient superacidic catalyst for some organic synthetic transformations

BF3 · 2CF3CH2OH complex was found to be a very effective superacidic catalyst comparable in acid strength to at least that of 100% anhydrous sulfuric acid for various acid-catalyzed organic transformations such as isomerizations, rearrangements, ionic hydrogenation of various ketones, and aromatics with triethylsilane and nitration of aromatics with metal nitrate. Studies of the pivalaldehyde-methyl isopropyl ketone rearrangement and the benzopinacol to phenanthrene transformation suggest that the complex has an acidity comparable to that of 100% anhydrous sulfuric acid. The structure and properties of the 1:2 boron trifluoride-trifluoroethanol complex have been further studied using NMR (1H, 13C, 19F, 11B) and DFT calculations at the B3LYP/6- 311++G**//B3LYP/6-31G* level.