1H-Imidazole-2-carboxylic acid

Base Information

• Chemical Name: 1H-Imidazole-2-carboxylic acid
• CAS No.: 16042-25-4
• Molecular Formula: C4H4N2O2
• Molecular Weight: 112.088
• Hs Code.: 2933290090
• European Community (EC) Number: 687-717-8
• UNII: O9G6515VC1
• DSSTox Substance ID: DTXSID70341598
• Nikkaji Number: J110.447K
• Wikidata: Q27285519
• ChEMBL ID: CHEMBL1789772
• Mol file: 16042-25-4.mol

Synonyms:1H-Imidazole-2-carboxylic acid;16042-25-4;2-Imidazolecarboxylic acid;Imidazole-2-carboxylic acid;2-Imidazocarboxylic acid;1H-Imidazolecarboxylic acid;2-IMIDAZOLECARBOXYLICACID;MFCD00270816;UNII-O9G6515VC1;O9G6515VC1;imidazolecarboxylic;imidazolium-2-carboxylate;SCHEMBL41312;CHEMBL1789772;1H-Imidazaole-2-carboxylic acid;1H-Imidazol-2-ylcarboxylic acid;1-H-imidazole-2-carboxylic acid;DTXSID70341598;1H-imidazol-2-carbonsäure;CL2211;AKOS006228221;CS-W002590;PS-4742;Imidazole-2-carboxylic acid, AldrichCPR;AC-23196;SY007870;A3548;AM20080434;BB 0259355;FT-0649181;I0867;I1008;EN300-97870;AC-907/34115015;W-205862;Q27285519

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

Chemical Property:

• Vapor Pressure: 2.19E-07mmHg at 25°C
• Melting Point: 198 °C
• Refractive Index: 1.616
• Boiling Point: 407.9 °C at 760 mmHg
• PKA: 1.44±0.10(Predicted)
• Flash Point: 200.5 °C
• PSA: 65.98000
• Density: 1.524 g/cm³
• LogP: 0.10790
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 112.027277375
• Heavy Atom Count: 8
• Complexity: 104

Purity/Quality:

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

1H-Imidazole-2-carboxylicAcid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=C(N1)C(=O)O

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

There total 11 articles about 1H-Imidazole-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: 98.0%

→ 1H-imidazole-2-carboxylic acid (16042-25-4)

Guidance literature:

With water; sodium hydroxide; In ethanol; at 20 - 50 ℃; for 1h;

Reference yield: 97.5%

2-imidazolecarbaldehyde (10111-08-7) → 1H-imidazole-2-carboxylic acid (16042-25-4)

Guidance literature:

With dihydrogen peroxide; In water; at 20 ℃; for 72h;

DOI:10.1016/j.jinorgbio.2014.12.019

Reference yield: 94.0%

2-(trichloromethyl)-1H-imidazole (163769-73-1) → 1H-imidazole-2-carboxylic acid (16042-25-4)

Guidance literature:

With trifluoroacetic acid; for 1h; Heating;

DOI:10.1021/jo00109a052

upstream raw materials:

ethyl 1H-imidazole-2-carboxylate

2-(pentafluoroethyl)-1H-imidazole

carbon dioxide

1-(diethoxymethyl)-1H-imidazole

Downstream raw materials:

2-imidazolecarboxylic acid methyl ester

2-(trifluoromethyl)imidazole

4,5-dichloro-imidazole-2-carboxylic acid

1H-imidazole

Refernces

• 1、 Chae, Eun Ah,Chung, Won Jae,Hwang, Do-Hoon,Jang, Jae-Ho,Lee, Jun Yeob,Park, Hea Jung,Seo, Hye Won,Yoon, Ung Chan. "New blue phosphorescent heteroleptic Ir(iii) complexes with imidazole- and: N -methylimidazole carboxylates as ancillary ligands". . p. 13843 - 13851. Retrieved 2020.
• 2、 Fr?mmel, Jan,Kon?itíková, Radka,Kope?ny, David,Soural, Miroslav,?ebela, Marek. "Oxidation of imidazole- and pyrazole-derived aldehydes by plant aldehyde dehydrogenases from the family 2 and 10". . p. 194 - 201. Retrieved 2019/03/06.