2265-94-3

Basic information

• Product Name: 3,5-Difluoronitrobenzene
• Synonyms: 3,5-Difluoronitrobenzene 99%;1,3-DIFLUORO-5-NITROBENZENE;3,5-DIFLUORONITROBENZENE;Benzene, 1,3-difluoro-5-nitro- (7CI,8CI,9CI);1-Nitro-3,5-difluorobenzene;3,5-Difluoro-1-nitrobenzene;5-Nitro-1,3-phenylene difluoride;3,5-Difluoronitrobenzene ,98%
• CAS NO: 2265-94-3
• Molecular Formula: C₆H₃F₂NO₂
• Molecular Weight: 159.09
• EINECS: 218-867-0
• Product Categories: HALIDE;Halides;Aromatic Halides (substituted);Miscellaneous;Nitro Compounds;Nitrogen Compounds;Organic Building Blocks
• Mol File: 2265-94-3.mol
• Article Data: 5

Chemical Properties

• Melting Point: 17 °C(lit.)
• Boiling Point: 176-177 °C(lit.)
• Flash Point: 165 °F
• Appearance: yellow or yellow-green liquid
• Density: 1.407 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.499(lit.)
• Storage Temp.: 2-8°C
• Stability: Stable. Combustible. Incompatible with strong oxidizing agents, strong bases.
• CAS DataBase Reference: 3,5-Difluoronitrobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-Difluoronitrobenzene(2265-94-3)
• EPA Substance Registry System: 3,5-Difluoronitrobenzene(2265-94-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• RIDADR: UN 3265
• WGK Germany: 3
• RTECS: CZ5712000
• HazardClass: IRRITANT, IRRITANT-HARMFUL
• Hazardous Substances Data: 2265-94-3(Hazardous Substances Data)

Usage

Description

3,5-Difluoronitrobenzene is a clear yellow liquid with a molecular structure that has been studied through various methods, including gas-phase electron diffraction, MP2 ab initio, and B3LYP density functional calculations. It is a chemical compound known for its specific properties and applications in different industries.

Uses

Used in Enzyme Immobilization:
3,5-Difluoronitrobenzene is used as a stabilizing agent for the immobilization of porcine pancrease lipase, a type of enzyme. The application reason is to improve the thermal stability of the enzyme, which can enhance its performance and longevity in various industrial processes.
Used in Chemical Synthesis:
3,5-Difluoronitrobenzene can also be used as a starting material or intermediate in the synthesis of various organic compounds. Its unique molecular structure makes it a valuable building block for creating a range of chemical products, including pharmaceuticals, agrochemicals, and specialty chemicals.
Used in Material Science:
In the field of material science, 3,5-difluoronitrobenzene may be utilized as a component in the development of new materials with specific properties, such as improved thermal stability or chemical resistance. Its incorporation into polymers or other materials can lead to enhanced performance characteristics.
Used in Analytical Chemistry:
3,5-Difluoronitrobenzene can be employed as a reference compound or standard in analytical chemistry for the calibration of instruments or the development of new analytical methods. Its distinct chemical properties make it suitable for these purposes.

InChI:InChI=1/C6H3F2NO2/c7-4-1-5(8)3-6(2-4)9(10)11/h1-3H

Upstream product

• 364-30-7 2-amino-3,5-difluoronitrobenzene 
• 99-35-4 1,3,5-trinitrobenzene 
• 98-95-3 nitrobenzene 
• 399-36-0 N-(2,4-difluoro-phenyl)-acetamide 
• 118-96-7 2,4,6-Trinitrotoluene 
• 880-78-4 pentafluoronitrobenzen 

Downstream Products

• 372-39-4 3,5-difluoroaniline 
• 330-67-6 3,3',5,5'-tetrafluoroazobenzene 
• 404-12-6 1,2-bis(3,5-difluorophenyl)hydrazine 
• 220954-15-4 N-4-(3-fluoro-5-nitrophenyl)morpholine 
• 220954-17-6 4,4’-(5-nitro-1,3-phenylene)dimorpholine 
• 803700-29-0 3-(3-fluoro-5-nitrophenoxy)pyridine 
• 803700-30-3 3-(3-fluoro-5-nitro-phenylsulfanyl)-pyridine 
• 791644-59-2 3-fluoro-5-(pyridin-3-yloxy)aniline 
• 372-38-3 1,3,5-trifluorobenzene 
• 2368-53-8 1,3-dichloro-2,4,6-trifluorobenzene 
• 2368-49-2 1,3,5-tribromo-2,4,6-trifluoro-benzene 
• 2106-40-3 2-chloro-1,3,5-trifluorobenzene 
• 315-14-0 1,3,5-trifluoro-2-nitrobenzene 
• 1435-43-4 1-chloro-3,5-difluorobenzene 

Relevant articles and documents

Catalyst-Free Hydrodefluorination of Perfluoroarenes with NaBH4

Presented is an economical means of removing fluorine from various highly fluorinated arenes using NaBH4. The procedure was adapted for different classes of perfluoroarenes. A novel isomer of an emerging class of organic dyes based on the carbazole phthalonitrile motif was succinctly synthesized in two steps from tetrafluorophthalonitrile, demonstrating the utility of the hydrodefluorination procedure. Initial exploration of the dye shows it to be photoactive and capable of facilitating contrathermodynamic styrenoid E/Z isomerization.

Synthesis of Aromatic Fluoro Compounds by Nucleophilic Exchange of Nitro Groups by Fluoride

The synthesis of aromatic fluoro compounds from the respective nitro compounds by nucleophilic substitution of nitrite by fluoride is described.Reasonable yields in case of nonactivated nitro compounds are only obtained if the nitrite formed in the reaction is eliminated by acylation. 1-Fluoro-3-nitrobenzene (2) was obtained from 1,3-dinitrobenzene (1), and 1-fluoro-3,5-dinitrobenzene (9) as well as 1,3-difluoro-5-nitrobenzene (10) from 1,3,5-trinitrobenzene (8) in yields up to 92percent by reaction of nitro compounds with potassium fluoride in sulfolane at 180-200 deg C in the presence of phthaloyl dichloride (6); 1,2-difluoro-4-nitrobenzene (12) was formed in 58percent yield from 2,4-dinitro-1-fluorobenzene (11) in the presence of pyromellitoyl tetrachloride (13).

SUBSTITUTION AND ADDITION REACTIONS OF NF4BF4 WITH AROMATIC COMPOUNDS

Benzene, toluene, and nitrobenzene interact rapidly with NF4BF4 in anhydrous HF to give, almost exclusively, fluorine substituted aromatic derivatives.Up to four hydrogens can be replaced in a rapid reaction, before a much slower addition reaction takes over.The direction of the substitution in C6H6, C6H5CH3 and C6H5NO2 and the lack of side chain fluorination in C6H5CH3 support an electrophilic substitution mechanism.These rapid substitution reactions are followed by much slower fluorine addition reactions to give the corresponding cyclo-hexadienes and -hexenes.These addition reactions were also studied separately using tetra-, penta-, and hexa- fluorobenzene as the starting materials.In these addition reactions, almost no hydrogen substitution occurred.The addition of the first pair of fluorines always gave 1,4-cyclohexadienes in which the CF2 group was adjacent to hydrogen on the ring.The addition of the second pair of fluorines resulted in the formation of cyclohexenes.These reactions occured in high yield and offer a controlled, high yield path to dienes.All products were characterized spectroscopically and by comparison to literature data.