ChemicalBook CAS DataBase List 1072-84-0

1072-84-0

Name	1H-Imidazole-4-carboxylic acid
CAS	1072-84-0
EINECS(EC#)	214-017-8
Molecular Formula	C4H4N2O2
MDL Number	MFCD00082203
Molecular Weight	112.09
MOL File	1072-84-0.mol

Chemical Properties

Appearance	Gray or tan powder
Melting point	294-295 °C (lit.)
Boiling point	495.0±18.0 °C(Predicted)
density	1.524±0.06 g/cm3(Predicted)
storage temp.	Refrigerator
solubility	Aqueous Acid (sparingly)
form	Liquid
pka	2.69±0.10(Predicted)
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 Data

Hazard Codes	Xi
Risk Statements	R36/37/38:Irritating to eyes, respiratory system and skin . less more
Safety Statements	S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36:Wear suitable protective clothing . S37/39:Wear suitable gloves and eye/face protection . less more
WGK Germany	3
RTECS	NI4001000
Hazard Note	Irritant
HazardClass	IRRITANT
HS Code	29332900

Raw materials And Preparation Products

Hazard Information

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

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