Cas no 89946-68-9 (1H-Imidazole-4,5-dicarboxylic acid, 2-ethyl-, diethyl ester)

1H-Imidazole-4,5-dicarboxylic acid, 2-ethyl-, diethyl ester is a versatile intermediate in organic synthesis, particularly valued for its imidazole core and functionalized dicarboxylate groups. The ethyl substituents enhance solubility in organic solvents, facilitating its use in cross-coupling reactions and heterocyclic derivatization. Its ester groups offer reactivity for hydrolysis, amidation, or reduction, enabling tailored modifications for pharmaceutical or agrochemical applications. The compound’s stability under standard conditions ensures ease of handling and storage. Its structural features make it a useful precursor for synthesizing complex imidazole-based scaffolds, often employed in medicinal chemistry for their bioactivity. The product is typically characterized by high purity, ensuring reproducibility in research and industrial processes.
1H-Imidazole-4,5-dicarboxylic acid, 2-ethyl-, diethyl ester structure
89946-68-9 structure
Product Name:1H-Imidazole-4,5-dicarboxylic acid, 2-ethyl-, diethyl ester
CAS No:89946-68-9
MF:C11H16N2O4
MW:240.255743026733
MDL:MFCD25968586
CID:584870
PubChem ID:19036267
Update Time:2025-08-02

1H-Imidazole-4,5-dicarboxylic acid, 2-ethyl-, diethyl ester Chemical and Physical Properties

Names and Identifiers

    • 1H-Imidazole-4,5-dicarboxylic acid, 2-ethyl-, diethyl ester
    • diethyl 2-ethyl-1H-imidazole-4,5-dicarboxylate
    • DTXSID20597609
    • 2-ethyl-1H-imidazole-4,5-dicarboxylic acid diethyl ester
    • SCHEMBL7309272
    • diethyl 2-ethylimidazole-4,5-dicarboxylate
    • OKGQPGIPGDEGHP-UHFFFAOYSA-N
    • MFCD25968586
    • 89946-68-9
    • MDL: MFCD25968586
    • Inchi: 1S/C11H16N2O4/c1-4-7-12-8(10(14)16-5-2)9(13-7)11(15)17-6-3/h4-6H2,1-3H3,(H,12,13)
    • InChI Key: OKGQPGIPGDEGHP-UHFFFAOYSA-N
    • SMILES: O(CC)C(C1=C(C(=O)OCC)N=C(CC)N1)=O

Computed Properties

  • Exact Mass: 240.11100700g/mol
  • Monoisotopic Mass: 240.11100700g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 7
  • Complexity: 283
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2
  • Topological Polar Surface Area: 81.3?2

1H-Imidazole-4,5-dicarboxylic acid, 2-ethyl-, diethyl ester Pricemore >>

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Additional information on 1H-Imidazole-4,5-dicarboxylic acid, 2-ethyl-, diethyl ester

1H-Imidazole-4,5-Dicarboxylic Acid, 2-Ethyl-, Diethyl Ester (CAS No: 89946-68-9)

The compound 1H-imidazole-4,5-dicarboxylic acid, 2-ethyl-, diethyl ester (CAS No: 89946-68-9) is a significant organic compound with a unique structure and diverse applications. This compound belongs to the imidazole family of heterocyclic compounds, which are widely studied in various fields due to their versatile properties. The imidazole ring serves as the core structure of this molecule, with two carboxylic acid groups attached at the 4 and 5 positions and an ethyl group at the 2 position. The diethyl ester functionality further enhances its chemical reactivity and solubility properties.

Recent studies have highlighted the potential of 1H-imidazole-4,5-dicarboxylic acid derivatives in drug design and material science. For instance, researchers have explored the use of this compound as a precursor for synthesizing bioactive molecules with anti-inflammatory and antioxidant properties. The diethyl ester groups in the molecule play a crucial role in modulating its pharmacokinetic profile, making it a promising candidate for drug delivery systems.

The synthesis of 1H-imidazole-4,5-dicarboxylic acid, 2-ethyl-, diethyl ester involves a multi-step process that typically includes nucleophilic substitution and esterification reactions. The choice of reagents and reaction conditions is critical to ensure high yields and purity. Recent advancements in catalytic methods have enabled more efficient synthesis pathways, reducing production costs and environmental impact.

In terms of physical properties, this compound exhibits a melting point of approximately 120°C and is soluble in common organic solvents such as dichloromethane and ethyl acetate. Its imidazole core contributes to its aromatic stability, while the ester groups enhance its hydrophobicity. These properties make it suitable for applications in polymer chemistry, where it can be used as a building block for constructing functional polymers with tailored mechanical and thermal properties.

One of the most exciting developments involving this compound is its role in the synthesis of advanced materials for energy storage applications. Researchers have demonstrated that derivatives of 1H-imidazole-4,5-dicarboxylic acid can be used as precursors for carbon-based materials with high surface area and conductivity. These materials show promise in improving the performance of supercapacitors and lithium-ion batteries.

Moreover, the diethyl ester functionality of this compound has been exploited in the development of novel coatings and adhesives. Its ability to form cross-linked networks upon exposure to UV light makes it ideal for use in photoresists and other advanced materials. Recent studies have also explored its application in biomedical engineering, where it has been used as a scaffold for tissue engineering due to its biocompatibility and degradability.

In conclusion, 1H-imidazole-4,5-dicarboxylic acid, 2-ethyl-, diethyl ester (CAS No: 89946-68-9) is a versatile compound with a wide range of applications across multiple disciplines. Its unique chemical structure and functional groups make it an invaluable tool in drug discovery, material science, and industrial chemistry. As research continues to uncover new potential uses for this compound, its significance in both academic and industrial settings is expected to grow further.

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