456128
4-Imidazolecarboxaldehyde
98%
Synonym(s):
5-Imidazolecarboxaldehyde
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All Photos(3)
About This Item
Empirical Formula (Hill Notation):
C4H4N2O
CAS Number:
Molecular Weight:
96.09
EC Number:
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22
Assay
98%
form
solid
mp
174-177 °C (lit.)
SMILES string
O=Cc1c[nH]cn1
InChI
1S/C4H4N2O/c7-2-4-1-5-3-6-4/h1-3H,(H,5,6)
InChI key
ZQEXIXXJFSQPNA-UHFFFAOYSA-N
General description
4-Imidazolecarboxaldehyde undergoes reductive amination with the amine in the presence of sodium borohydride to form secondary amines.
Application
4-Imidazolecarboxaldehyde 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).
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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Chromene and Imidazole Based D-p-A Chemosensor Preparation and Its Anion Responsive Effects.
Son YA, et al.
Mol. Cryst. Liq. Cryst., 599(1), 16-22 (2014)
Organic Process Research & Development, 11, 206-206 (2007)
Peter B Madrid et al.
Journal of combinatorial chemistry, 6(3), 437-442 (2004-05-11)
Due to growing problems with drug resistance, there is an outstanding need for new, cost-effective drugs for the treatment of malaria. The 4-aminoquinolines have provided a number of useful antimalarials, and Plasmodium falciparum, the causative organism for the most deadly
K Honda et al.
Journal of pharmaceutical sciences, 70(1), 98-99 (1981-01-01)
Ethyl, n-dodecyl, and n-hexadecyl esters of urocanic acid (4-imidazoleacrylic acid) were prepared from 4-imidazolecarboxaldehyde in satisfactory yields via the Wittig reaction.
Seon-Yeong Gwon et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 117, 810-813 (2013-10-03)
A new donor-π-acceptor (D-π-A) type dye was synthesized by the condensation reaction between 2-cyanomethylene-3-cyano-4,5,5-trimethyl-2,5-dihydrofuran and 4-imidazolecarboxaldehyde. The chemical structure of the dye was characterized by (1)H NMR, EA and MS. A novel chromogenic dye based on imidazole as donor unit
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