1H-Benzimidazole-2-carboxylic acid

Base Information

• Chemical Name: 1H-Benzimidazole-2-carboxylic acid
• CAS No.: 2849-93-6
• Molecular Formula: C8H6N2O2
• Molecular Weight: 162.148
• Hs Code.: 2933990090
• European Community (EC) Number: 674-586-7
• NSC Number: 68183,31597
• UNII: C59S3E32RV
• DSSTox Substance ID: DTXSID50283447
• Nikkaji Number: J739.871I
• Wikidata: Q27104563
• Metabolomics Workbench ID: 52433
• Mol file: 2849-93-6.mol

Synonyms:1H-Benzimidazole-2-carboxylic acid;2849-93-6;2-Benzimidazolecarboxylic acid;1H-benzo[d]imidazole-2-carboxylic acid;Benzimidazole-2-carboxylic acid;1H-Benzoimidazole-2-carboxylic acid;1H-1,3-benzodiazole-2-carboxylic acid;Benzoimidazole-2-carboxylic acid;benzimidazole-2-yl-carboxylic acid;1h-1,3-benzimidazole-2-carboxylic acid;2-Carboxybenzimidazole;1H-BENOXIMIDAZOLE-2-CARBOXYLIC ACID;C59S3E32RV;MFCD00721565;NSC-31597;NSC-68183;fuberidazole TP;1H-Benzimidazole-2-carboxylicacid;benzimidazolecarboxylic acid;EC-000.1836;D0W5NB;benzimidazole carboxylic acid;M01 2-Carboxybenzimidazole;UNII-C59S3E32RV;Oprea1_213135;Oprea1_634488;Benzoimidazole Carboxylic Acid;SCHEMBL160155;CHEBI:46117;DTXSID50283447;1h-benzimidazole 2-carboxylic acid;BCP26679;NSC31597;NSC68183;GEO-02578;NSC 31597;NSC 68183;STK055405;1H-Benzimidazole-2-carboxylic acid #;AKOS003674242;AB06989;CS-W002670;DB03028;SB14861;AC-23056;BP-11210;1H-Benzimidazole-2-carboxylic acid, 97%;BENZO(D)IMIDAZOLE-2-CARBOXYLIC ACID;AM20061199;BB 0218365;FT-0607870;EN300-67223;11X-0922;Q-101107;Q27104563;F0854-0060;Z274592454

Chemical Property of 1H-Benzimidazole-2-carboxylic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 169℃
• Refractive Index: 1.743
• Boiling Point: 443.991 °C at 760 mmHg
• PKA: 1.44±0.30(Predicted)
• Flash Point: 222.318 °C
• PSA: 65.98000
• Density: 1.507 g/cm³
• LogP: 1.26110
• Storage Temp.: 2-8°C
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 162.042927438
• Heavy Atom Count: 12
• Complexity: 196

Purity/Quality:

99% ^*data from raw suppliers

1H-Benzimidazole-2-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-41-37/38-22
• Safety Statements: 26-36/37/39-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)NC(=N2)C(=O)O

Technology Process of 1H-Benzimidazole-2-carboxylic acid

There total 28 articles about 1H-Benzimidazole-2-carboxylic 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: 90.0%

1H-imidazole (288-32-4) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 2-benzimidazolecarboxylic acid (2849-93-6)

Guidance literature:

With copper(II) oxide; potassium hydroxide; at 110 ℃; for 5h; Reagent/catalyst;

DOI:10.1166/jnn.2018.14582

Reference yield: 86.0%

2-(Hydroxymethyl)benzimidazole (4856-97-7) → 2-benzimidazolecarboxylic acid (2849-93-6)

Guidance literature:

With potassium permanganate; sodium hydroxide; at 100 ℃;

Reference yield: 80.0%

2-trichloromethyl-1H-benzoimidazole (3584-65-4) → 2-benzimidazolecarboxylic acid (2849-93-6)

Guidance literature:

2-trichloromethyl-1H-benzoimidazole; With water; sodium hydroxide; at 0 ℃; for 2h;

With hydrogenchloride; In water; pH=3;

upstream raw materials:

1H-benzoimidazole-2-carboxaldehyde

2-(Hydroxymethyl)benzimidazole

1-benzimidazol-2-ylethanol

(E)-2-styryl-1H-benzo[d]imidazole

Downstream raw materials:

methyl 1-methyl-1H-benzo[d]imidazole-2-carboxylate

Ro 0437626

5-nitro-1⁽³⁾H-benzoimidazole-2-carboxylic acid

1H-Benzoimidazole-2-carboxylic acid (1-isopropyl-piperidin-4-yl)-amide

Refernces

• 1、 Sinha, Hermant K.,Dogra, Sneh K.. "Environmental Effects on the Absorption and Fluorescence Spectral Characteristics of Benzimidazole-2-carboxylic Acid and Its Esters". . p. 2668 - 2675. Retrieved 1989.
• 2、 Szabó, Gy?rgy,Erdélyi, Péter,Kolok, Sándor,Vastag, Mónika,Halász, Attila S.,Kis-Varga, Istvánné,Lévay, Gy?rgy I.,Béni, Zoltán,Kóti, János,Greiner, István,Keser?, Gy?rgy M.. "Fragment-Based Optimization of Dihydropyrazino-Benzimidazolones as Metabotropic Glutamate Receptor-2 Positive Allosteric Modulators against Migraine". . p. 8607 - 8620. Retrieved 2021/06/28.
• 3、 -. "Substituted heterocyclic compound containing urea skeleton and preparation method and application of substituted heterocyclic compound". Paragraph 0116; 0122-0124. . Retrieved 2019/10/01.