944-43-4

Basic information

• Product Name: 4-AMINO-2,3,5,6-TETRAFLUOROBENZOIC ACID
• Synonyms: RARECHEM AL BO 0226;CHEMPACIFIC 43828;4-AMINO-2,3,5,6-TETRAFLUOROBENZOIC ACID;4-Amino-2,3,5,6-tetrafluorobenzoic acid 99%;4-Amino-2,3,5,6-tetrafluorobenzoicacid99%;4-Aminotetrafluorobenzoic acid;2,3,5,6-Tetrafluoro-4-aminobenzoic acid;4-azanyl-2,3,5,6-tetrafluoro-benzoic acid
• CAS NO: 944-43-4
• Molecular Formula: C₇H₃F₄NO₂
• Molecular Weight: 209.1
• EINECS: 213-409-6
• Product Categories: Aromatic Amino Acids;Peptide Synthesis;Unnatural Amino Acid Derivatives
• Mol File: 944-43-4.mol

Chemical Properties

• Melting Point: 185-187 °C(lit.)
• Boiling Point: 283.6 °C at 760 mmHg
• Flash Point: 125.3 °C
• Appearance: /
• Density: 1.726 g/cm³
• Vapor Pressure: 0.00148mmHg at 25°C
• Refractive Index: 1.529
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 2.32±0.10(Predicted)
• Water Solubility: Insoluble in water. Soluble in methanol (25 mg/ml).
• BRN: 2121117
• CAS DataBase Reference: 4-AMINO-2,3,5,6-TETRAFLUOROBENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 4-AMINO-2,3,5,6-TETRAFLUOROBENZOIC ACID(944-43-4)
• EPA Substance Registry System: 4-AMINO-2,3,5,6-TETRAFLUOROBENZOIC ACID(944-43-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 944-43-4(Hazardous Substances Data)

Usage

Uses

It is used in chemical research and as pharmaceutical intermediate.

InChI:InChI=1/C7H3F4NO2/c8-2-1(7(13)14)3(9)5(11)6(12)4(2)10/h12H2,(H,13,14)

Upstream product

• 1208262-30-9 potassium 4-amino-2,3,5,6-tetrafluorobenzoate 
• 950-68-5 ethyl-2,3,5,6-tetrafluoro-4-amino-benzoate 
• 652-31-3 2,3,4,5,6-pentafluorobenzamide 
• 122590-77-6 4-azido-2,3,5,6-tetrafluorobenzoic acid 
• 1548-74-9 4-amino-2,3,5,6-tetrafluorobenzamide 
• 124-38-9 carbon dioxide 
• 700-17-4 2,3,5,6-tetrafluoroaniline 

Downstream Products

• 4707-24-8 4-bromotetrafluorobenzenecarboxylic acid 
• 715-37-7 methyl 4-amino-2,3,5,6-tetrafluorobenzoate 
• 652-18-6 2,3,5,6-tetrafluorobenzoic acid 
• 4920-63-2 4-(CH₃)2N-C₆F₄COOH 
• 1208262-30-9 potassium 4-amino-2,3,5,6-tetrafluorobenzoate 
• 17078-32-9 (4-amino-2,3,5,6-tetrafluorophenyl)(phenyl)methanone 
• 17078-34-1 4-(hydroxymethyl)-2,3,5,6-tetrafluoroaniline 

Relevant articles and documents

Extending the series of p-substituted tetrafluorobenzoic acids: synthesis, properties and structure

The synthesis of the derivatives of p-aminotetrafluorobenzoic acid, p-H2NC6F4CO2H (2b), by hydrolysis, acylation or interaction with aldehydes was developed giving H2NC6F4CO2K (2a), C6F5C(O)N(H)C6F4CO2Et (3) and (E)-ArCH[dbnd]NC6F4CO2Et (4–11). The chemical derivatization of tetrafluoroterephthalic acid, p-HO2CC6F4CO2H (12), by hydrolysis, etherification and reduction was performed giving a number of symmetrical X(O)CC6F4C(O)X (13–15; X?=?Cl, NEt2, OMe) or unsymmetrical YC6F4CO2Me (15a–b, 16, 18–21; Y?=?CO2K, CO2H, CH2OH, C(O)Cl, C(O)C6H3(i-Pr)2, CO2CH2C6F4CO2Me, CO2C6H4Bu-t), HOCH2C6F4CO2H (17), [MeO2CC6F4]2Y (22, 23; Y?=?OCH2CH2O, N(H)C6H4N(H)) compounds. All substances were thoroughly investigated by spectroscopic methods (multinuclear NMR and IR spectroscopy, mass-spectrometry). The molecular structures of p-H2NC6F4CO2Et (2) and p-HO2CC6F4CO2Me (15b) have been determined by X-ray diffraction analysis.

Synthesis of bitriazolyl nucleosides and unexpectedly different reactivity of azidotriazole nucleoside isomers in the Huisgen reaction

Novel bitriazolyl nucleosides were synthesized via the Huisgen reaction, starting with 3-azidotriazole nucleoside (1). Surprisingly, its isomer, 5-azidotriazole nucleoside (1′) did not yield the corresponding Huisgen reaction products efficiently because it was rapidly reduced to amine in the presence of Cu(ii)-ascorbate. The significant differences between the reactivity of these two isomers in Cu(ii)-ascorbate mediated reactions are mainly due to differences in their electronic properties and steric congestion as a result of different relative positions of the azido and the ribosyl moieties. This journal is The Royal Society of Chemistry.