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Imidazole-4-carboxaldehyde is a versatile chemical compound with the CAS number 3034-50-2. This product is an important derivative of imidazole, featuring a formyl group at the 4-position of the imidazole ring.Imidazole-4-carboxaldehyde is a valuable intermediate in chemical and pharmaceutical research due to its unique structure and functional groups, making it suitable for a wide range of applications.
Application
1.Pharmaceutical Synthesis
Imidazole-4-carboxaldehyde is used as a precursor in the preparation of C17,20-lyase inhibitors, which are significant for the treatment of androgen-dependent prostate cancer. It is also employed in the synthesis of other biologically active compounds, including antimalarial drugs.
2.Chemosensor Fabrication
This compound is utilized in the development of colorimetric chemosensors, which are essential for detecting specific chemical species.
3.Dye Synthesis
It is involved in the synthesis of new donor-π-acceptor (D-π-A) type dyes, which have potential applications in materials science and organic electronics.
4.Metal Complexes
Imidazole-4-carboxaldehyde is used to synthesize chiral nickel(II) complexes, such as Ni(II)H3L(ClO4)2, which have applications in catalysis and materials science.
Storage
Store under nitrogen/argon at 2–8°C for long-term stability.
Synthesis
Commonly prepared via:
Vilsmeier-Haack reaction on imidazole.
Oxidation of 4-hydroxymethylimidazole.
CAS No. | 3034-50-2 |
Synonym | 4-Formylimidazole 1H-Imidazole-4-carbaldehyde 1H-imidazole-5-carbaldehyde 1-(1H-imidazol-5-yl)ethanone 4(5)-Formylimidazole 4(5)-imidazolecarboxaldehyde 4-Aldehyde Imidazole 4(5)-Imidazole Aldehyde |
EINECS No. | 221-227-3 |
Molecular Formula | C₄H₄N₂O |
Molecular Weight(g/mol) | 96.09 |
Density(g/cm3) | 1.19 |
Appearance | Yellow to pale yellow crystalline powder |
Purity (%) | 99min (HPLC) |
Water Content | ≤ 0.5%(K.F) |
Melting Point(℃) | 172-176 |
Solubility | Soluble in hot water, DMSO and methanol |