Benzimidazole-5,6-dicarboxylic acid

Base Information

• Chemical Name: Benzimidazole-5,6-dicarboxylic acid
• CAS No.: 10351-75-4
• Molecular Formula: C9H6N2O4
• Molecular Weight: 206.158
• European Community (EC) Number: 680-911-3
• DSSTox Substance ID: DTXSID20427518
• Nikkaji Number: J2.625.851K
• Wikidata: Q72445239
• Mol file: 10351-75-4.mol

Synonyms:10351-75-4;benzimidazole-5,6-dicarboxylic acid;1H-Benzo[d]imidazole-5,6-dicarboxylic acid;1H-benzimidazole-5,6-dicarboxylic acid;MFCD03093058;1H-benzoimidazole-5,6-dicarboxylic Acid;YSWG065;SCHEMBL687133;SCHEMBL1389377;DTXSID20427518;PIPQOFRJDBZPFR-UHFFFAOYSA-N;5,6-benzimidazoledicarboxylic acid;Benzimidazole-5,6-dicarboxylicacid;AMY25920;AKOS015914570;CS-W018433;benzo[d]imidazole-5,6-dicarboxylic acid;AC-17953;CS-13179;SY106538;1H-Benzo[d]imidazole-5,6-dicarboxylicacid;FT-0622676;1H-1,3-BENZODIAZOLE-5,6-DICARBOXYLIC ACID

Chemical Property of Benzimidazole-5,6-dicarboxylic acid

Chemical Property:

• Vapor Pressure: 2.45E-18mmHg at 25°C
• Melting Point: >310 °C
• Refractive Index: 1.781
• Boiling Point: 660.334 °C at 760 mmHg
• PKA: 1.67±0.30(Predicted)
• Flash Point: 353.157 °C
• PSA: 103.28000
• Density: 1.716 g/cm³
• LogP: 0.95930
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Insoluble in water.
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 206.03275668
• Heavy Atom Count: 15
• Complexity: 294

Purity/Quality:

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

Benzimidazole-5,6-dicarboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: R36/37/38:Irritating to eyes, respiratory system and skin.
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=CC2=C1NC=N2)C(=O)O)C(=O)O
• Uses: Benzimidazole-5,6-dicarboxylic acid is a important organic intermediate. It is used in agrochemical, pharmaceutical and dyestuff field.

Technology Process of Benzimidazole-5,6-dicarboxylic acid

There total 1 articles about Benzimidazole-5,6-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: 95.0%

5,6-dimethyl-1H-benzo[d]imida-zole (582-60-5) → 1H-benzimidazole-5,6-dicarboxylic acid (10351-75-4)

Guidance literature:

With potassium permanganate; In water; tert-butyl alcohol; at 70 ℃; for 0.5h;

DOI:10.1039/c4ra12597e

Reference yield: 70.0%

4-amino-benzoic acid (150-13-0,159246-81-8,8014-65-1) + 1H-benzimidazole-5,6-dicarboxylic acid (10351-75-4) → (5,7-dioxopyrrolo[3,4-f]benzimidazole-6-yl)benzoic acid (1415110-52-9)

Guidance literature:

In N,N-dimethyl-formamide; at 135 ℃; for 10h;

DOI:10.1016/j.ica.2012.07.031

Reference yield: 56.0%

anthranilic acid (118-92-3,159201-01-1,50816-84-7,80206-34-4,104809-47-4) + 1H-benzimidazole-5,6-dicarboxylic acid (10351-75-4) → C16H9N3O4 (1415110-54-1)

Guidance literature:

In N,N-dimethyl-formamide; at 135 ℃; for 10h;

DOI:10.1016/j.ica.2012.07.031

upstream raw materials:

5,6-dimethyl-1H-benzo[d]imida-zole

Downstream raw materials:

1-acetylbenzimidazole-5,6-dicarboxylic anhydride

benzimidazole-5,6-dicarboxylic acid anhydride

8-mercaptoimidazo<4,5-g>quinazoline

8-methylthioimidazo[4,5-g]-quinazoline

Refernces

• 1、 Leonard, Nelson J.,Kazmierczak, Franciszek,Rykowski, Andrzej. "A Convenient Synthesis of lin-Benzopurines through a Common Intermediate". . p. 2933 - 2935. Retrieved 1987.
• 2、 Liu, Haibo,Gao, Jianmin,Maynard, Lystranne,Saito, Y. David,Kool, Eric T.. "Toward a New Genetic System with Expanded Dimensions: Size-Expanded Analogues of Deoxyadenosine and Thymidine". . p. 1102 - 1109. Retrieved 2007/10/03.