2-Methyl-1H-imidazole-4,5-dicarboxylic acid

Base Information

• Chemical Name: 2-Methyl-1H-imidazole-4,5-dicarboxylic acid
• CAS No.: 5313-35-9
• Molecular Formula: C6H6N2O4
• Molecular Weight: 170.125
• Hs Code.: 2933290090
• European Community (EC) Number: 226-170-8
• NSC Number: 72089
• UNII: YM9VJ9ZHA6
• DSSTox Substance ID: DTXSID20201214
• Nikkaji Number: J297.996I
• Mol file: 5313-35-9.mol

Synonyms:2-Methyl-1H-imidazole-4,5-dicarboxylic acid;5313-35-9;NSC72089;YM9VJ9ZHA6;2-methylimidazole-4,5-dicarboxylic acid;EINECS 226-170-8;NSC 72089;NSC-72089;2-methyl-1H-imidazole-4,5-dicarboxylicacid;UNII-YM9VJ9ZHA6;Oprea1_094836;Oprea1_263600;SCHEMBL213561;DTXSID20201214;HMS3433G13;MFCD00126943;STK533952;AKOS000320061;SB37531;2-methylimidazol-4,5-dicarboxylic acid;AS-47222;CS-0308944;FT-0725470;EN300-142459;F12720;1H-Imidazole-4,5-dicarboxylic acid, 2-methyl-;SR-01000397640;IMIDAZOLE-4,5-DICARBOXYLIC ACID, 2-METHYL-;SR-01000397640-1;F6660-2870;Z1198150718

Chemical Property of 2-Methyl-1H-imidazole-4,5-dicarboxylic acid

Chemical Property:

• Vapor Pressure: 1.52E-15mmHg at 25°C
• Melting Point: 263-265 °C
• Refractive Index: 1.653
• Boiling Point: 606.2 °C at 760 mmHg
• PKA: 0.66±0.10(Predicted)
• Flash Point: 320.4 °C
• PSA: 103.28000
• Density: 1.662 g/cm³
• LogP: 0.11450
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 170.03275668
• Heavy Atom Count: 12
• Complexity: 218

Purity/Quality:

99% ^*data from raw suppliers

2-Methyl-1H-imidazole-4,5-dicarboxylic acid 95%+ ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC(=C(N1)C(=O)O)C(=O)O

Technology Process of 2-Methyl-1H-imidazole-4,5-dicarboxylic acid

There total 9 articles about 2-Methyl-1H-imidazole-4,5-dicarboxylic 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: 82.0%

2-Methyl-1H-benzimidazole (615-15-6) → 2-Methylimidazole-4,5-dicarboxylic acid (5313-35-9)

Guidance literature:

With sulfuric acid; dihydrogen peroxide; In water; at 100 - 120 ℃; for 0.5h;

DOI:10.1134/S1070363218050055

Reference yield: 80.0%

2-methyl-1H-imidazole-4,5-dicarbonitrile (40056-53-9) → 2-Methylimidazole-4,5-dicarboxylic acid (5313-35-9)

Guidance literature:

With sulfuric acid; In water; for 12h; Heating;

Reference yield: 78.0%

2-Methyl-1H-benzimidazole (615-15-6) → 4,5-imidazoledicarboxylic acid (570-22-9) + 2-Methylimidazole-4,5-dicarboxylic acid (5313-35-9)

Guidance literature:

With sulfuric acid; dihydrogen peroxide; In water; at 100 - 130 ℃;

DOI:10.1134/S1070428016100286

upstream raw materials:

2-Methyl-1H-benzimidazole

6-hydroxy-2-methyl-1⁽³⁾H-benzimidazole-4-carboxylic acid

L_g-tartaric acid-dinitrate

acetaldehyde

Downstream raw materials:

5-chlorocarbonyl-2-methyl-1(3)H-imidazole-4-carboxylic acid

2-methylimidazole

Refernces

• 1、 -. "Preparation method of nitrogen-containing aromatic dicarboxylic acid". Paragraph 0141-0144. . Retrieved 2020/03/02.
• 2、 Brusina,Nikolaev,Ramsh,Piotrovskii. "Unexpected formation of imidazole-4,5-dicarboxylic acid in the oxidation of 2-substituted benzimidazoles with hydrogen peroxide". . p. 1528 - 1530. Retrieved 2016/11/29.