Skip to Content
MilliporeSigma
All Photos(2)

Documents

392154

Sigma-Aldrich

4-Methyl-5-imidazolecarboxaldehyde

99%

Synonym(s):

4-Formyl-5-methyl-1H-imidazole, 4-Methyl-1H-imidazole-5-carboxaldehyde, 4-Methyl-5-formylimidazole, 4-Methylimidazol-5-carboxaldehyde, 4-Methylimidazole-5-carbaldehyde, 5-Methyl-1H-imidazole-4-carbaldehyde, 5-Methyl-3H-imidazole-4-carboxaldehyde, 5-Methyl-4-imidazolecarboxaldehyde, 5-Methylimidazol-4-carboxaldehyde

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

Quality Level

assay

99%

form

powder

mp

168-170 °C (lit.)

SMILES string

Cc1nc[nH]c1C=O

InChI

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

InChI key

KMWCSNCNHSEXIF-UHFFFAOYSA-N

General description

4-Methyl-5-imidazolecarboxaldehyde is an imidazole carboxaldehyde.

Application

4-Methyl-5-imidazolecarboxaldehyde is suitable for use in the synthesis of the following:
  • 1,3-bis[(4-methyl-5-imidazol-1-yl)ethylideneamino]-propan-2-ol (BIPO).
  • 1,3-bis[(4-methyl-5-imidazol-1-yl)ethylideneamino]propane (BIP).
  • {acetatoaqua[[(4-methylimidazol-5-yl)methylene]histamine]-copper(II)} perchlorate.
  • Schiff base condensates with tris(2-aminoethyl)amine (tren) or tris(3-aminopropyl)amine (trpn).

It may be used in the synthesis of the following:
  • Imidazolate-based metal organic framework (MOF) membrane.
  • 3,11-bis(4-imidazolylmethyl)-7-methyl-3,7,11,17-tetraazabicyclo[11.3.1]hepta-deca-1(17),13,15-triene, a 4-imidazolyl derivative of a 14-membered tetraazamacrocycle.
  • Cu(II) eight and six coordinate compounds.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Customers Also Viewed

Slide 1 of 6

1 of 6

Crystal and molecular structures of eight-coordinate (CuN4O4) and six-coordinate (CuN4O2) Cu (II) complexes with 4-methyl-5-imidazole-carboxaldehyde or 1-benzyl-2-hydroxymethylimidazole, respectively.
Barszcz B, et al.
Polyhedron, 18(27), 3713-3721 (1999)
Syntheses, crystal structures and properties of copper (II) complexes of 1, 3-bis [(4-methyl-5-imidazol-1-yl) ethylideneamino] propan-2-ol and 1, 3-bis [(4-methyl-5-imidazol-1-yl) ethylideneamino] propane.
Long LS, et al.
Transition Metal Chemistry, 24(4), 440-444 (1999)
Synthesis and characterization of manganese (ii) and iron (iii) d 5 tripodal imidazole complexes. Effect of oxidation state, protonation state and ligand conformation on coordination number and spin state.
Brewer C, et al.
Dalton Transactions, 8, 1009-1019 (2006)
Synthesis, crystal structure and cyclic voltammetry of square-pyramidal acetatoaqua [(4-methylimidazol-5-yl) methylene] histamine copper (II) perchlorate.
Long LS, et al.
Transition Metal Chemistry, 24(1), 49-51 (1999)
Facile synthesis of an ultramicroporous MOF tubular membrane with selectivity towards CO2.
Aguado S, et al.
New. J. Chem., 35(1), 41-44 (2011)

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