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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

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About This Item

Empirical Formula (Hill Notation):
C5H6N2O
CAS Number:
68282-53-1
Molecular Weight:
110.11
MDL number:
MFCD00173728
UNSPSC Code:
12352005
PubChem Substance ID:
24864428
NACRES:
NA.22

Quality Level

100

assay

99%

form

powder

mp

168-170 °C (lit.)

functional group

aldehyde

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

Related Categories

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
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCM0336
MKBZ4777V
MKBQ7261V
MKBQ2625V
MKBK0901V

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Facile synthesis of an ultramicroporous MOF tubular membrane with selectivity towards CO2.
Aguado S, et al.
New. J. Chem., 35(1), 41-44 (2011)
Properties of a new 4-imidazolyl derivative of a 14-membered tetraazamacrocyclic chelating agent.
Nunes RM, et al.
Dalton Transactions, 40, 4536-4545 (2007)
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)
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)
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