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Sigma-Aldrich

2-Imidazolecarboxaldehyde

97%

Synonym(s):

1H-Imidazole-2-carbaldehyde, 2-Formylimidazole, 2-Imidazolecarbaldehyde, 2-Imidazolylformaldehyde, Imidazole-2-formaldehyde

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About This Item

Empirical Formula (Hill Notation):
C4H4N2O
CAS Number:
10111-08-7
Molecular Weight:
96.09
Beilstein:
4371302
MDL number:
MFCD00003544
UNSPSC Code:
12352005
PubChem Substance ID:
24856448
NACRES:
NA.22

Assay

97%

mp

209 °C (dec.) (lit.)

functional group

aldehyde

SMILES string

[H]C(=O)c1ncc[nH]1

InChI

1S/C4H4N2O/c7-3-4-5-1-2-6-4/h1-3H,(H,5,6)

InChI key

XYHKNCXZYYTLRG-UHFFFAOYSA-N

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Application

2-Imidazolecarboxaldehyde was used in the preparation of tridentate Schiff-base carboxylate-containing ligands by undergoing condensation reaction with amino acids β-alanine and 2-aminobenzoic acid. It was also used in a study of the imidazole-directed allylation of aldimines.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000280429
0000226924
MKCS5500
MKCL1809
MKCG4159

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International journal of biological macromolecules, 166, 1301-1311 (2020-11-09)
A zeolitic imidazolate framework (ZIF-90) has been synthesized through solvothermal method. The structure was characterized by means of FT-IR spectroscopy, X-ray diffraction, thermogravimetric analysis (TGA), and scanning electron microscopy (SEM)/energy dispersive X-ray spectroscopy (EDS). The synthesized ZIF-90 was applied as
E Colacio et al.
Inorganic chemistry, 39(13), 2882-2890 (2001-03-10)
Tridentate Schiff-base carboxylate-containing ligands, derived from the condensation of 2-imidazolecarboxaldehyde with the amino acids beta-alanine (H2L1) and 2-aminobenzoic acid (H2L5) and the condensation of 2-pyridinecarboxaldehyde with beta-alanine (HL2), D,L-3-aminobutyric acid (HL3), and 4-aminobutyric acid (HL4), react with copper(II) perchlorate to
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