425842

4-Imidazolecarboxylic acid

98%

• Formule empirique (notation de Hill): C₄H₄N₂O₂
• Numéro CAS: 1072-84-0
• Poids moléculaire : 112.09
• Numéro CE : 214-017-8
• Numéro MDL: MFCD00082203
• Code UNSPSC : 12352005
• ID de substance PubChem : 24866670
• Nomenclature NACRES : NA.22

Propriétés

• Niveau de qualité: 100
• Pureté: 98%
• Pf: 294-295 °C (lit.)
• Groupe fonctionnel: carboxylic acid
• Chaîne SMILES: OC(=O)c1c[nH]cn1
• InChI: 1S/C4H4N2O2/c7-4(8)3-1-5-2-6-3/h1-2H,(H,5,6)(H,7,8)
• Clé InChI: NKWCGTOZTHZDHB-UHFFFAOYSA-N

Description

Description générale

4-Imidazolecarboxylic acid (1H-imidazole-4-carboxylic acid, H₂imc) is an imidazole derivative that contains an imidazole group and a carboxylate group. It has been widely utilized to generate different types of coordination polymers. The anion of 4-imidazolecarboxylic acid has been reported to stabilize binuclear hydroxo complexes of trivalent lanthanides in the pH range 7-10.

Application

4-Imidazolecarboxylic acid (ICA) was used in the synthesis of triphenymethyl-protected 4-imidazole carboxylic acid (trityl-ImCOOH) which is employed to functionalize poly(propylene imine) dendrimers.
It may be used in the following studies:

• In the synthesis of lanthanide sulfate–carboxylates, [Ln(HIMC)(SO₄)(H₂O)] (Ln = Dy and Eu, HIMC = 4-imidazolecarboxylic acid) by in situ decarboxylation in the presence of Cu(II) ions.
• As an internal standard to obtain calibration curve by plotting the peak area ratios of histamine (HA) and several metabolites isolated from C3H/HeNCrj mice hair relative to ICA.
• In the synthesis of tetranuclear manganese carboxylate complexes possessing imidazole-based N/O chelating ligands.

Autres remarques

For a review of imidazoles, see Science of Synthesis.

Informations sur la sécurité

• Pictogrammes: GHS07
• Mention d'avertissement: Warning
• Mentions de danger: H315,H319,H335
• Conseils de prudence: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Classification des risques: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Organes cibles: Respiratory system
• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: dust mask type N95 (US), Eyeshields, Gloves