1H-Imidazole-4-carbaldehyde Chemical Properties

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.

pka

11.05±0.10(Predicted)

form 

Solid

color 

Light Tan

Sensitive 

Air Sensitive

InChIKey

ZQEXIXXJFSQPNA-UHFFFAOYSA-N

CAS DataBase Reference

3034-50-2(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-20/21/22

Safety Statements 

26-36-36/37/39

WGK Germany 

3

Hazard Note 

Irritant

HS Code 

29332900

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

1H-Imidazole-4-carbaldehyde Usage And Synthesis

Chemical Properties

White to light yellow powder

Uses

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.

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(3034-50-2)Related Product Information

• Mebendazole
• 4-Methylimidazole
• Imidazole
• Levamisole hydrochloride
• 1-Vinylimidazole
• Formaldehyde
• Methimazole
• Levamisole
• Imazameth
• IMIDAZOLE HYDROCHLORIDE
• 3-ISOBUTYL-1-METHYLXANTHINE
• 3-Methylxanthine
• 1,7-DIMETHYLXANTHINE
• 2'-Deoxyinosine
• 8-Chlorotheophylline
• 6-Hydroxypurine
• N2-Isobutyryl-2'-deoxyguanosine
• Diprophylline