Skip to Content
Merck
All Photos(3)

Key Documents

475122

Sigma-Aldrich

1-Methyl-2-imidazolecarboxaldehyde

98%

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C5H6N2O
CAS Number:
Molecular Weight:
110.11
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Assay

98%

bp

70-74 °C/1 mmHg (lit.)

mp

36-39 °C (lit.)

SMILES string

[H]C(=O)c1nccn1C

InChI

1S/C5H6N2O/c1-7-3-2-6-5(7)4-8/h2-4H,1H3

InChI key

UEBFLTZXUXZPJO-UHFFFAOYSA-N

General description

1-Methyl-2-imidazolecarboxaldehyde is a heterocyclic building block. It affords tripodal ligands on condensation reaction with tris-(2-aminoethyl)amine (tren). These tripodal ligands react with iron(III) salts in the presence of air to afford iron(II) complexes. Its vibrational spectral studies have been reported.

Application

1-Methyl-2-imidazolecarboxaldehyde may be used in the synthesis of:
  • Schiff bases
  • ligand N,N-dimethyl-N′-(1-methylimidazole-2-ylmethyl)-ethylenediamine
  • [(bis(1-methylimidazol-2-yl)methyl)(2-(pyridyl-2-yl)ethyl)amine]

Pictograms

Exclamation mark

Signal Word

Warning

Hazard 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)

215.6 °F - closed cup

Flash Point(C)

102 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Structural, spectroscopic and redox studies of a new ruthenium (III) complex with an imidazole-rich tripodal ligand.
Scarpellini M, et al.
Inorgorganica Chimica Acta, 357(3), 707-715 (2004)
DFT, FT-IR and FT-Raman investigations of 1-methyl-2-imidazolecarboxaldehyde.
Polat T and Yurdakul S.
Journal of Molecular Structure, 1053, 27-37 (2013)
Synthesis and characterization of tripodal iron (II) complexes prepared from 2-pyridinecarboxaldehyde and 1-methyl-2-imidazolecarboxaldehyde: stabilization of iron (II) cations with N 6 donor sets.
Brewer G, et al.
Inorgorganica Chimica Acta, 357(8), 2390-2396 (2004)
Synthesis, crystal structure and redox properties of bis-imidazolyl-containing copper (II) complexes.
Musie GT, et al.
Inorgorganica Chimica Acta, 348, 69-74 (2003)
Iron (III) complexes of sterically hindered tetradentate monophenolate ligands as functional models for catechol 1, 2-dioxygenases: The role of ligand stereoelectronic properties.
Velusamy M, et al.
Inorganic Chemistry, 43(20), 6284-6293 (2004)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service