425842
4-Imidazolecarboxylic acid
98%
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About This Item
Empirical Formula (Hill Notation):
C4H4N2O2
CAS Number:
Molecular Weight:
112.09
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352005
EC Number:
214-017-8
MDL number:
Assay:
98%
assay
98%
mp
294-295 °C (lit.)
functional group
carboxylic acid
SMILES string
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)
InChI key
NKWCGTOZTHZDHB-UHFFFAOYSA-N
General description
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:
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.
Other Notes
For a review of imidazoles, see Science of Synthesis.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Synthesis and catalytic properties of imidazole-functionalized poly (propylene imine) dendrimers.
Baker LA, et al.
Bull. Korean Chem. Soc., 23(5), 647-654 (2002)
Tetranuclear manganese carboxylate clusters with imidazole-carboxylate chelating ligands. X-ray crystal structure of the 4-imidazoleacetate complex.
Boskovic C, et al.
Polyhedron, 19(18), 2111-2118 (2000)
Sci. Synth., 12, 325-325 (2002)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 425842-5G | 04061833547533 |
| 425842-1G | 04061832104119 |