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HomeProduct name list1H-Imidazole-4-carbaldehyde

1H-Imidazole-4-carbaldehyde

Synonym(s):5-Imidazolecarboxaldehyde

  • CAS NO.:3034-50-2
  • Empirical Formula: C4H4N2O
  • Molecular Weight: 96.09
  • MDL number: MFCD00173726
  • EINECS: 221-227-3
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-07-31 17:39:26
1H-Imidazole-4-carbaldehyde Structural

What is 1H-Imidazole-4-carbaldehyde?

Chemical properties

White to light yellow powder

The Uses of 1H-Imidazole-4-carbaldehyde

1H-Imidazole-4-carbaldehyde 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.

The Uses of 1H-Imidazole-4-carbaldehyde

1H-Imidazole-4-carbaldehyde is a 4-formyl derivative of imidazole used in the preparation of C17,20-lyase inhibitor for the treatment of androgen-dependent prostate cancer. It is also used in the synthesis of other biologically active compounds such as antimalarial drugs, fabrication of colorimetric chemosensor.

What are the applications of Application

4-Imidazolecarboxaldehyde is a simple imidazole aldehyde

What are the applications of Application

1H-Imidazole-4-carbaldehyde 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%).
1H-Imidazole-4-carbaldehyde

Properties of 1H-Imidazole-4-carbaldehyde

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
CAS DataBase Reference 3034-50-2(CAS DataBase Reference)

Safety information for 1H-Imidazole-4-carbaldehyde

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P271:Use only outdoors or in a well-ventilated area.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for 1H-Imidazole-4-carbaldehyde

InChIKey ZQEXIXXJFSQPNA-UHFFFAOYSA-N

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