ChemicalBook Product Catalog Organic Chemistry Carboxylic acids and derivatives Carboxylic acid derivatives 1H-Imidazole-4-carboxylic acid

1H-Imidazole-4-carboxylic acid

Product Name1H-Imidazole-4-carboxylic acid
CAS1072-84-0
MFC4H4N2O2
MW112.09
EINECS214-017-8
MOL File1072-84-0.mol

Chemical Properties

Melting point	294-295 °C (lit.)
Boiling point	495.0±18.0 °C(Predicted)
Density	1.524±0.06 g/cm3(Predicted)
storage temp.	Keep in dark place,Sealed in dry,Room Temperature
solubility	Aqueous Acid (sparingly)
pka	2.69±0.10(Predicted)
form	Liquid
color	Clear colorless
InChI	InChI=1S/C4H4N2O2/c7-4(8)3-1-5-2-6-3/h1-2H,(H,5,6)(H,7,8)
InChIKey	NKWCGTOZTHZDHB-UHFFFAOYSA-N
SMILES	C1NC(C(O)=O)=CN=1
CAS DataBase Reference	1072-84-0(CAS DataBase Reference)

Safety Information

Hazard Codes	Xi
Risk Statements	36/37/38
Safety Statements	26-36-37/39
WGK Germany	3
RTECS	NI4001000
HazardClass	IRRITANT
HS Code	29332900
Storage Class	11 - Combustible Solids
Hazard Classifications	Eye Irrit. 2 Skin Irrit. 2 STOT SE 3

MSDS

Provider	Language
SigmaAldrich	English

Usage And Synthesis

Chemical Properties

Gray or tan powder

Uses

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.

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.

Synthesis

23785-21-9

1072-84-0

1. ethyl imidazole-4-carboxylate was mixed with potassium hydroxide solution at a mass ratio of 1:2.2, and the reaction was carried out at 30 °C. 2. After the reaction was completed, sulfuric acid solution was added slowly to adjust the pH of the reaction mixture to 1. 3. The crude product was purified by recrystallization to obtain 1H-imidazole-4-carboxylic acid.

References

[1] Patent: CN105693619, 2016, A. Location in patent: Paragraph 0010; 0088; 0089
[2] Patent: CN105622518, 2016, A. Location in patent: Paragraph 0083; 0094; 0095; 0096; 0097
[3] Patent: CN105622515, 2016, A. Location in patent: Paragraph 0074; 0075

1H-Imidazole-4-carboxylic acid

Chemical Properties

Safety Information

MSDS

Usage And Synthesis

Preparation Products And Raw materials

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