5-Aminobenzene-1,2,3-tricarboxylic acid

Base Information

• Chemical Name: 5-Aminobenzene-1,2,3-tricarboxylic acid
• CAS No.: 37141-01-8
• Molecular Formula: C9H7NO6
• Molecular Weight: 225.158
• Hs Code.: 2922499990
• European Community (EC) Number: 609-332-6
• DSSTox Substance ID: DTXSID30560223
• Nikkaji Number: J3.457.768D
• Wikidata: Q72437956
• Mol file: 37141-01-8.mol

Synonyms:37141-01-8;5-Amino-1,2,3-benzenetricarboxylic acid;5-aminobenzene-1,2,3-tricarboxylic acid;1-Aminobenzene-3,4,5-tricarboxylic acid;1,2,3-BENZENETRICARBOXYLIC ACID, 5-AMINO-;MFCD03839869;5-Amino-1,2,3-benzenetricarboxylicacid;SCHEMBL743743;DTXSID30560223;AMY13498;AKOS015888135;AB16271;5-aminobenzene-1,2,3-tricarboxylicacid;AC-30321;AS-36894;SY109615;5-amino-benzene-1,2,3-tricarboxylic acid;CS-0157741;A13627;Q-103168;5-AMINO-1,2,3-BENZENETRICARBOXYLIC ACID

Chemical Property of 5-Aminobenzene-1,2,3-tricarboxylic acid

Chemical Property:

• Vapor Pressure: 4.5E-14mmHg at 25°C
• Melting Point: >360 °C(Solv: water (7732-18-5))
• Refractive Index: 1.723
• Boiling Point: 575.2 °C at 760 mmHg
• PKA: 2.96±0.30(Predicted)
• Flash Point: 301.7 °C
• PSA: 137.92000
• Density: 1.741 g/cm³
• LogP: 0.94460
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 3
• Exact Mass: 225.02733694
• Heavy Atom Count: 16
• Complexity: 304

Purity/Quality:

99% ^*data from raw suppliers

1-Aminobenzene-3,4,5-tricarboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1C(=O)O)C(=O)O)C(=O)O)N

Technology Process of 5-Aminobenzene-1,2,3-tricarboxylic acid

There total 3 articles about 5-Aminobenzene-1,2,3-tricarboxylic 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: 71.0%

5-nitro-1,2,3-benzenetricarboxylic acid (3807-81-6) → 1-aminobenzene-3,4,5-tricarboxylic acid (37141-01-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 1.5h; under 2280 Torr; Ambient temperature;

Reference yield:

1,2,3-trimethylbenzene (526-73-8) → 1-aminobenzene-3,4,5-tricarboxylic acid (37141-01-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 80 percent / NaOH, KMnO₄ / H₂O / 2 h / Heating

2: 88 percent / 1M KOH / propan-2-ol

3: 80 percent / conc. H₂SO₄, KNO₃ / 6 h / 120 °C

4: 71 percent / H₂ / 10percent Pd/C / methanol / 1.5 h / 2280 Torr / Ambient temperature

With potassium hydroxide; sodium hydroxide; potassium permanganate; sulfuric acid; hydrogen; potassium nitrate; palladium on activated charcoal; In methanol; water; isopropyl alcohol;

Reference yield:

Tri-K-Salz von Hemimellitsaeure (15999-91-4,63507-68-6,66760-38-1) → 1-aminobenzene-3,4,5-tricarboxylic acid (37141-01-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / conc. H₂SO₄, KNO₃ / 6 h / 120 °C

2: 71 percent / H₂ / 10percent Pd/C / methanol / 1.5 h / 2280 Torr / Ambient temperature

With sulfuric acid; hydrogen; potassium nitrate; palladium on activated charcoal; In methanol;

upstream raw materials:

5-nitro-1,2,3-benzenetricarboxylic acid

1,2,3-trimethylbenzene

Tri-K-Salz von Hemimellitsaeure

Refernces

• 1、 Capassso, Renato,Randazzo, Giacomino,Stipani, Italo,Zara, Vincenzo,Palmieri, Ferdinando. "INTERACTION OF 5-AZIDO-1,2,3-BENZENETRICARBOXYLIC ACID WITH THE MITOCHONDRIAL TRICARBOXYLATE CARRIER". . p. 449 - 452. Retrieved 2007/10/02.