700-17-4

Basic information

• Product Name: 2,3,5,6-Tetrafluoroaniline
• Synonyms: 2,3,5,6-TETRAFLUOROBENZENAMINE;2,3,5,6-TETRAFLUOROANILINE;1-Amino-2,3,5,6-tetrafluorobenzene;2,3,5,6-Tetrafluoraniline;Aniline, 2,3,5,6-tetrafluoro-;Benzenamine, 2,3,5,6-tetrafluoro-;Tetrafluoroaniline3;2,3,5,6-Tetrafluoroaniline 98%
• CAS NO: 700-17-4
• Molecular Formula: C₆H₃F₄N
• Molecular Weight: 165.09
• EINECS: 211-840-4
• Product Categories: Amines;C2 to C6;Nitrogen Compounds
• Mol File: 700-17-4.mol
• Article Data: 9

Chemical Properties

• Melting Point: 31-32 °C(lit.)
• Boiling Point: 158 °C(lit.)
• Flash Point: 145 °F
• Appearance: White mass
• Density: 1,744 g/cm3
• Vapor Pressure: 2.72mmHg at 25°C
• Refractive Index: 1.473
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility: perchloric acid: soluble
• PKA: -0.22±0.10(Predicted)
• BRN: 2211579
• CAS DataBase Reference: 2,3,5,6-Tetrafluoroaniline(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,5,6-Tetrafluoroaniline(700-17-4)
• EPA Substance Registry System: 2,3,5,6-Tetrafluoroaniline(700-17-4)

Safety Data

• Hazard Codes: Xi,T,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39-36
• RIDADR: 2941
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 700-17-4(Hazardous Substances Data)

Usage

Chemical Properties

WHITE CRYSTALLINE MASS

InChI:InChI=1/C6H3F4N/c7-2-1-3(8)5(10)6(11)4(2)9/h1H,11H2

Upstream product

• 363-72-4 Pentafluorobenzene 
• 434-64-0 perfluorotoluene 
• 651-83-2 4-trifluoromethyl-2,3,5,6-tetrafluoroaniline 
• 1450916-44-5 2-ethynyl-3,5,6-trifluoro-4-(trifluoromethyl)aniline 
• 1991-43-1 4-iodo-2, 3, 5, 6-tetrafluoroaniline 
• 392-56-3 Hexafluorobenzene 
• 2248-05-7 1,4-dihydrazino-tetrafluorobenzene 
• 17823-38-0 4-amino-2,3,5,6-tetrafluorobenzonitrile 
• 344-04-7 bromopentafluorobenzene 
• 828-73-9 pentafluorophenyl hydrazine 
• 344-07-0 1-chloro-2,3,4,5,6-pentafluorobenzene 
• 771-60-8 2,3,4,5,6-pentafluoroaniline 
• 2797-79-7 (4-bromo-2,3,5,6-tetrafluorophenyl)hydrazine 

Downstream Products

• 944-43-4 4-amino-2,3,5,6-tetrafluorobenzoic acid 
• 1991-43-1 4-iodo-2, 3, 5, 6-tetrafluoroaniline 
• 269061-94-1 [2-(2,3,5,6-tetrafluoro-phenylamino)-benzyl]-phosphonic acid dimethyl ester 
• 26672-02-6 N-salicylidene-2,3,5,6-tetrafluoroaniline 
• 81551-01-1 trans-[PdCl₂(2,3,5,6-tetrafluoroaniline)2] 
• 4920-56-3 2.3.5.6-Tetrafluor-N-methyl-anilin 
• 1226636-01-6 C₁₃H₁₅F₄NO₂ 
• 1428653-56-8 bis[N-(3,5-di-tert-butylsalicylidene)-2,3,5,6-tertafluoroanilinato]palladium(II) 
• 2379-20-6 2,2',3,3',5,5',6,6'-octafluoroazobenzene 

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.

Synthetic method of 2,3,5,6-tetrafluoroaniline

The invention relates to a synthetic method of aniline, in particular to a synthetic method of 2,3,5,6-tetrafluoroaniline. The synthetic method comprises the following steps: taking 2,3,4,5,6-pentafluorobenzonitrile as a raw material; carrying out ammonification on the 2,3,4,5,6-pentafluorobenzonitrile with ammonia water at first; carrying out aftertreatment to obtain an intermediate which is 4-amino-2,3,5,6-tetrafluoroaniline; adding 90% of sulfuric acid; and carrying out hydrolyzing and decarboxylation to generate the 2,3,5,6-tetrafluoroaniline. The ammonia water is an aminating agent, ethylacetate is used as a solvent, tetrabutylammonium hydrogen sulphate is used as a phase transfer catalyst, high-selection ammoniation is carried out at low temperature, thus, an isomer by-product whichis 2-amino-3,4,5,6- tetrafluorobenzonitrile generated by general ammoniation is avoided, the high-purity intermediate which is 4-amino-2,3,5,6-tetrafluoroaniline can be obtained directly, and the purity of the 4-amino-2,3,5,6-tetrafluoroaniline can be 99.5% or above.

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.