Imidazole-4,5-dicarboxylic acid

CAS No.

570-22-9

Synonyms

1H-Imidazole-4,5-dicarboxylic acid; 4,5-Dicarboxyimidazole; also listed as 4,5-Imidazoledicarboxylic acid

Molecular formula

C5H4N2O4

Molecular weight

156.10 g/mol

Grade

Reagent grade

Packaging

Sealed PE bag / Fiber drum with PE liner

Chemical Product Description & Applications

Imidazole-4,5-dicarboxylic acid combines an imidazole ring with two adjacent carboxylic acid groups. It functions as a heterocyclic synthesis building block and as a nitrogen/oxygen-donor ligand precursor for coordination materials. The carboxyl groups provide sites for esterification or amide formation, while the imidazole ring contributes a distinct nitrogen-containing framework.

The selected free acid is different from an alkali-metal imidazoledicarboxylate or an isolated metal complex. Its multiple acidic and coordinating sites permit different degrees of deprotonation and different linking arrangements in metal-containing structures. In organic synthesis, the same adjacent acid groups offer access to functionalized imidazole derivatives, making the material relevant to both molecular construction and extended coordination-network development.

Typical Applications

  • Coordination polymers and MOF research: Used as an organic linker precursor with metal ions, where carboxylate oxygen and imidazole nitrogen sites support assembly of metal-linked structures with different coordination geometries.
  • Imidazole ester and amide synthesis: Used as a dicarboxylic-acid starting material for preparing functionalized imidazole derivatives. Conversion of the acid groups introduces substituents while retaining the nitrogen heterocycle.

Specifications

Parameter Specification Test Method
Appearance Solid; color consistent with the reference sample Visual inspection
Identification Consistent with authenticated reference FTIR fingerprint comparison
Chromatographic purity ≥98.0 area% HPLC with suitable UV or CAD detection
Total organic impurities ≤2.0 area% HPLC, area normalization
Largest individual impurity ≤1.0 area% HPLC, area normalization
Water ≤1.0% w/w Karl Fischer titration

Specifications describe the standard grade. Tolerance, test method and documentation package are confirmed per order.

Documents & Handling

Packaging

Sealed PE bag / Fiber drum with PE liner

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SDS

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