4-Amino-2,3,5,6-tetrafluorobenzoic acid

Base Information

• Chemical Name: 4-Amino-2,3,5,6-tetrafluorobenzoic acid
• CAS No.: 944-43-4
• Molecular Formula: C7H3F4NO2
• Molecular Weight: 209.1
• Hs Code.: 2922499990
• European Community (EC) Number: 213-409-6
• NSC Number: 98742
• DSSTox Substance ID: DTXSID90241465
• Nikkaji Number: J207.952F
• Wikidata: Q83124974
• Mol file: 944-43-4.mol

Synonyms:4-Amino-2,3,5,6-tetrafluorobenzoic acid;944-43-4;MFCD00007647;EINECS 213-409-6;2,3,5,6-Tetrafluoro-4-aminobenzoic acid;4-AMINO-2,3,5,6-TETRAFLUOROBENZOICACID;NSC98742;SCHEMBL506102;DTXSID90241465;NSC 98742;NSC-98742;AKOS005257870;FS-4507;SB78329;4-Carboxy-2,3,5,6-tetrafluoroaniline;BP-31067;2,3,5,6-Tetrafluoro-4-amino-benzoic acid;4-amino-2,3,5,6-tetrafluoro-benzoic acid;4-amino -2,3,5,6-tetrafluoro-benzoic acid;A0987;CS-0201668;FT-0617445;Benzoic acid,4-amino-2,3,5,6-tetrafluoro-;Benzoic acid, 4-amino-2,3,5,6-tetrafluoro-;C13380;4-Amino-2,3,5,6-tetrafluorobenzoic acid, 99%;Piperazine,1-[4-(methylsulfonyl)-2-nitrophenyl]-(9CI)

Chemical Property of 4-Amino-2,3,5,6-tetrafluorobenzoic acid

Chemical Property:

• Appearance/Colour: WHITE TO YELLOW POWDER, CRYSTALS,CRYSTALLINE POWDER AND/OR CHUNKS
• Vapor Pressure: 0.00148mmHg at 25°C
• Melting Point: 185-187 °C(lit.)
• Refractive Index: 1.529
• Boiling Point: 283.6 °C at 760 mmHg
• PKA: 2.32±0.10(Predicted)
• Flash Point: 125.3 °C
• PSA: 63.32000
• Density: 1.726 g/cm³
• LogP: 2.10460
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Water Solubility.: Insoluble in water. Soluble in methanol (25 mg/ml).
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 1
• Exact Mass: 209.00999099
• Heavy Atom Count: 14
• Complexity: 224

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Amino-2,3,5,6-tetrafluorobenzoic Acid >97.0%(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1(=C(C(=C(C(=C1F)F)N)F)F)C(=O)O
• Uses: It is used in chemical research and as pharmaceutical intermediate.

Technology Process of 4-Amino-2,3,5,6-tetrafluorobenzoic acid

There total 8 articles about 4-Amino-2,3,5,6-tetrafluorobenzoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 68.0%

4-azido-2,3,5,6-tetrafluorobenzoic acid (122590-77-6) → 4-amino-2,3,5,6-tetrafluorobenzoic acid (944-43-4)

Guidance literature:

With sodium L-ascorbate; copper(II) sulfate; In tetrahydrofuran; at 70 ℃; for 22h;

DOI:10.1039/b703420b

Reference yield:

potassium 4-amino-2,3,5,6-tetrafluorobenzoate (1208262-30-9) → 4-amino-2,3,5,6-tetrafluorobenzoic acid (944-43-4)

Guidance literature:

With hydrogenchloride; In ethanol; water; pH=1;

DOI:10.1016/j.jfluchem.2017.03.002

Reference yield:

2,3,4,5,6-pentafluorobenzamide (652-31-3) → 4-amino-2,3,5,6-tetrafluorobenzoic acid (944-43-4)

Guidance literature:

Multi-step reaction with 2 steps

1: NH₃ / methanol

2: aq. NaOH

With sodium hydroxide; ammonia; In methanol;

DOI:10.1021/jo01341a042

upstream raw materials:

carbon dioxide

2,3,5,6-tetrafluoroaniline

4-amino-2,3,5,6-tetrafluorobenzamide

4-azido-2,3,5,6-tetrafluorobenzoic acid

Downstream raw materials:

2,3,5,6-tetrafluoro-4-iodo-benzoic acid

Refernces

• 1、 Xia, Yi,Li, Wei,Qu, Fanqi,Fan, Zhijin,Liu, Xiufeng,Berro, Charles,Rauzy, Evelyne,Peng, Ling. "Synthesis of bitriazolyl nucleosides and unexpectedly different reactivity of azidotriazole nucleoside isomers in the Huisgen reaction". . p. 1695 - 1701. Retrieved 2008/02/10.