1198-63-6

Usage

Uses

Used in Chemical Research and Development:
1,3-DIAMINO-2,4,5,6-TETRAFLUOROBENZENE is used as a chemical intermediate for the synthesis of various compounds, particularly those with potential applications in the pharmaceutical and chemical industries. Its unique structure allows for the creation of novel molecules with specific properties.
Used in Carcinogenicity and Toxicity Testing:
1,3-DIAMINO-2,4,5,6-TETRAFLUOROBENZENE is used as a test compound for carcinogenicity and toxicity testing of aromatic amines. This is important for understanding the potential health risks associated with exposure to these chemicals and for developing safer alternatives.
Used in Tissue Adhesive Composition:
In the medical field, 1,3-DIAMINO-2,4,5,6-TETRAFLUOROBENZENE is used in the preparation of tissue adhesive compositions, such as polyurethane adhesives, for closing incisions. Its properties make it suitable for promoting wound healing and providing a strong bond between tissue layers.
Used in Pharmaceutical Industry:
1,3-DIAMINO-2,4,5,6-TETRAFLUOROBENZENE is used as a building block for the development of new pharmaceutical compounds. Its unique structure can be utilized to create drugs with specific targeting capabilities, potentially leading to more effective treatments for various diseases.
Used in Material Science:
In the field of material science, 1,3-DIAMINO-2,4,5,6-TETRAFLUOROBENZENE can be used to develop new materials with enhanced properties, such as improved strength, durability, or chemical resistance. Its unique structure and fluorine content may contribute to the creation of advanced materials for various applications.

InChI:InChI=1/C6H4F4N2/c7-1-2(8)5(11)4(10)6(12)3(1)9/h11-12H2

Upstream product

• 771-60-8 2,3,4,5,6-pentafluoroaniline 
• 392-56-3 Hexafluorobenzene 
• 16325-35-2 tetrafluoro-1,3-phenylene diisocyanate 
• 1551-54-8 1-aminoheptafluoro-3-iminocyclohexene 
• 2247-97-4 3-N₂H₃-C₆F₄NH₂ 

Downstream Products

• 92057-37-9 Bis-N.N--tetrafluor-m-phenylen-diamin 
• 321182-37-0 2,4,5-trifluoro-1,3-phenylenediamine 
• 25170-73-4 2,5-difluoro-1,3-phenylenediamine 
• 2241-48-7 2,4,5,6-tetrafluoro-1,3-bis(dimethylamino)benzene 
• 16325-35-2 tetrafluoro-1,3-phenylene diisocyanate 

Relevant academic research and scientific papers

Catalytic and noncatalytic ammonolysis of chloropentafluorobenzene

Ammonolysis of chloropentafluorobenzene both in the presence and in the absence of copper(I) salt results mainly in replacement of the para-and ortho-fluorine atoms with respect to chlorine rather than replacement of the chlorine atom. Ammonolysis of 4-chloro-2,3,5,6-tetrafluoroaniline and 2-chloro-3,4,5,6-tetrafluoroaniline in the absence of copper(I) salt yields exclusively the corresponding fluorine substitution products, whereas in the presence of copper(I) salt the chlorine atom is replaced. Successive ammonolysis of chloropentafluorobenzene in the presence of copper catalyst along these two paths was put into the basis of a new method for preparation of 2,3,5,6-tetrafluoro-1,4-phenylenediamine. * This study was financially supported by the Russian Foundation for Basic Research (project no. 99-03-33111), by the Ministry of Science and Technology of the Russian Federation (project no 9.3.01), and by the Ministry of Education of the Russian Federation (project no. 015.05.01.13).

Amino- and hydrodefluorination of polyfluoroaromatic amines with aqueous ammonia in a steel autoclave. Synthesis of highly pure tetrafluorophenylenediamines

The action of aqueous ammonia on liexafhiorobenzene in a steel autoclave at 180-220 °C yields a mixture of isomeric tet rafluorophenylenediamines and 2,4,5-trifhioroplienylene-1,3-diamine. The content of the hydrodefluorination product significantly depends on the reaction temperature and time. Tetrafluorophenylene-1,3-diamine undergoes hydrodefluorination with aqueous ammonia in a steel autoclave at 200 °C to give 2,4,5-trifluorophenylene-1,3- diamine; when the additives of NH4F and/or FeCl3 are present, 2,5-difluorophenylene-1,3-diamine is additionally formed. The hydrodefluorination products are not formed during bis-aminodefluorination of hexafluorobenzene with aqueous ammonia in a glass reactor or with anhydrous ammonia (in a mixture with aprotic solvent) in a steel autoclave.

Selective mono-and diamination of polyfluorinated benzenes and pyridines with liquid ammonia

Amination of pentafluoropyridine, 2,3,5,6-tetrafluoropyridine, 4-chlorotetrafluoropyridine, 3,5-dichlorotrifluoropyridine, octafluorotoluene, α,α,α,2,3,5,6-heptafluorotoluene, decafluoro-m-xylene, decafluorobiphenyl, hexafluorobenzene, and pentafluorobenzene with liquid ammonia was investigated. Bis-aminodefluorination temperatures for the majority of substrates were shown to exceed significantly the corresponding temperatures of monoaminodefluorination. The optimal conditions for selective preparation of mono-and diaminopolyfluoro(het)arenes were elucidated. An efficient method for isolation of particular polyfluorophenylenediamines from product mixtures formed in nonselective reactions of pentafluorobenzene and hexafluorobenzene with aqueous ammonia based on complexation with a crown ether is proposed.

METHOD FOR PRODUCTION OF FLUORINATED PHENYLENEDIAMINE

A method for the production of a fluorinated phenylenediamine is provided which comprises steps of reacting a diamide represented by the following formula with NaOCl at a molar ratio of the NaOCl to the diamide in the range of 2.0 - 6.0 and NaOH at a molar ratio of the NaOH to the diamide in the range of 1.8 - 6.0 is provided. According to this invention, the fluorinated phenylenediamine can be produced conveniently in a high yield.