| Identification | More | [Name]
1H-Imidazole-4-carbaldehyde | [CAS]
3034-50-2 | [Synonyms]
1H-IMIDAZOLE-4-CARBALDEHYDE
1H-IMIDAZOLE-4-CARBOXALDEHYDE
4(5)-IMIDAZOLECARBOXALDEHYDE
4-FORMYLIMIDAZOLE
4-IMIDAZOLECARBOXALDEHYDE
IMIDAZOLE-4-CARBOXALDEHYDE
FORMYLIMIDAZOLE
4-Formylimidazole 98%
4(5)-Imidazol carboxy aldehyde
4-Formylimidazole98%
Imidazole-4-carbaldehyde
4-FORMYLIMIDAZOLE (4(5)-IMIDAZOLECARBOXALDEHYDE)
imidazole-4-carboxaldehde
4(5)-Imidazolecarboxaldehyde 98%
5-Imidazolecarboxaldehyde
1H-Imidazole-5-carbaldehyde | [EINECS(EC#)]
221-227-3 | [Molecular Formula]
C4H4N2O | [MDL Number]
MFCD00173726 | [Molecular Weight]
96.09 | [MOL File]
3034-50-2.mol |
| Chemical Properties | Back Directory | [Appearance]
White to light yellow powder | [Melting point ]
174-177 °C (lit.) | [Boiling point ]
367.8±15.0 °C(Predicted) | [density ]
1.322±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
Soluble in DMSO, methanol. | [form ]
Solid | [pka]
11.05±0.10(Predicted) | [color ]
Light Tan | [Sensitive ]
Air Sensitive | [InChI]
InChI=1S/C4H4N2O/c7-2-4-1-5-3-6-4/h1-3H,(H,5,6) | [InChIKey]
ZQEXIXXJFSQPNA-UHFFFAOYSA-N | [SMILES]
C1NC(C=O)=CN=1 | [CAS DataBase Reference]
3034-50-2(CAS DataBase Reference) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H319-H335 | [Precautionary statements ]
P261-P264-P271-P280-P302+P352-P305+P351+P338 | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HS Code ]
29332900 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
White to light yellow powder | [Uses]
1H-Imidazole-4-carbaldehyde(3034-50-2) is a 4-formyl derivative of imidazole used in the preparation of C17,20-lyase inhibitor for the treatemnet of androgen-dependent prostate cancer. 4-Imidazolecarboxaldehyde is also used in the synthesis of other biologically active compounds such as antimalarial drugs.
| [Application]
1H-Imidazole-4-carbaldehyde(3034-50-2) may be used in the following studies:
Synthesis of new donor-Π-acceptor (D-Π-A) type dye. Preparation of ethyl, n-dodecyl and n-hexadecyl esters of urocanic acid (4-imidazoleacrylic acid). Fabrication of colorimetric chemosensor. Synthesis of chiral nickel(II) complex, [Ni(II)H3L](ClO4)2, having an achiral ligand H3L (tris{2-(4-imidazolyl)methyliminoethyl}amine).
| [Synthesis]
To a solution of 4-bromo-1H-imidazole in dry THF at 0 ℃ was added, a 2 M solution of i-PrMgCl in THF for 5 min. The clear solution was stirred at that temperature for an additional 5 min, and a 2.5 M solution of n-BuLi in hexanes was added dropwise for 5 min while maintaining the temperature below 20 ℃. The resulting mixture was stirred at that temperature for 0.5 h, and dry DMF was added to 20℃. The mixture was warmed to 20 ℃ in 0.5 h and quenched with water (6 mL). After stirring for 10 min, the phases were separated, and the water phase was extracted one additional time with ethyl acetate. After purification to afford 1H-Imidazole-4-carbaldehyde as an off-white solid, 0.36 g (yield: 85%).
 | [References]
[1] Molecules, 2017, vol. 22, # 11, |
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