Cas no 38281-60-6 (ethyl 3-formyl-1-benzofuran-2-carboxylate)

Ethyl 3-formyl-1-benzofuran-2-carboxylate is a versatile heterocyclic compound featuring both formyl and ester functional groups on a benzofuran scaffold. Its structure makes it a valuable intermediate in organic synthesis, particularly for constructing complex heterocycles and pharmaceutical precursors. The formyl group enables further derivatization through reactions such as condensation or reduction, while the ester moiety offers flexibility for hydrolysis or transesterification. This compound is commonly employed in medicinal chemistry and materials science due to its reactivity and stability under standard conditions. Its well-defined synthetic pathway and high purity make it suitable for research and industrial applications requiring precise molecular frameworks.
ethyl 3-formyl-1-benzofuran-2-carboxylate structure
38281-60-6 structure
Product Name:ethyl 3-formyl-1-benzofuran-2-carboxylate
CAS No:38281-60-6
MF:C12H10O4
MW:218.205403804779
CID:2824991
PubChem ID:12210851
Update Time:2025-06-14

ethyl 3-formyl-1-benzofuran-2-carboxylate Chemical and Physical Properties

Names and Identifiers

    • ethyl 3-formyl-1-benzofuran-2-carboxylate
    • 2-Benzofurancarboxylic acid,3-formyl-,ethyl ester;2-Carbethoxy-3-formylbenzo<b>furan;ethyl 3-formylbenzofuran-2-carboxylate;3-Formylcoumarin-2-carbonsaeureethylester;3-formyl-benzofuran-2-carboxylic acid ethyl ester;
    • 3-Formyl-benzofuran-2-carboxylic acid ethyl ester
    • ethyl 3-formylbenzofuran-2-carboxylate
    • 38281-60-6
    • 2-Benzofurancarboxylic acid, 3-formyl-, ethyl ester
    • ethyl3-formylbenzofuran-2-carboxylate
    • SCHEMBL1443791
    • DTXSID10480637
    • Inchi: 1S/C12H10O4/c1-2-15-12(14)11-9(7-13)8-5-3-4-6-10(8)16-11/h3-7H,2H2,1H3
    • InChI Key: OQSZIODIIDFQRB-UHFFFAOYSA-N
    • SMILES: O1C(C(=O)OCC)=C(C=O)C2C=CC=CC1=2

Computed Properties

  • Exact Mass: 218.05800
  • Monoisotopic Mass: 218.05790880Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 4
  • Complexity: 276
  • 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: 2.3
  • Topological Polar Surface Area: 56.5?2

Experimental Properties

  • PSA: 56.51000
  • LogP: 2.42200

ethyl 3-formyl-1-benzofuran-2-carboxylate Pricemore >>

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Additional information on ethyl 3-formyl-1-benzofuran-2-carboxylate

Exploring the Versatile Applications and Properties of Ethyl 3-formyl-1-benzofuran-2-carboxylate (CAS No. 38281-60-6)

Ethyl 3-formyl-1-benzofuran-2-carboxylate (CAS No. 38281-60-6) is a highly specialized organic compound that has garnered significant attention in the fields of pharmaceutical research, material science, and synthetic chemistry. This compound, characterized by its unique benzofuran core and functional groups, serves as a pivotal intermediate in the synthesis of complex molecules. Its formyl and ester moieties make it a versatile building block for designing novel compounds with potential applications in drug discovery and advanced materials.

In recent years, the demand for benzofuran derivatives like ethyl 3-formyl-1-benzofuran-2-carboxylate has surged due to their role in developing bioactive molecules. Researchers are particularly interested in its potential as a precursor for anticancer agents, antioxidants, and anti-inflammatory drugs. The compound's ability to undergo diverse chemical transformations, such as condensation reactions and nucleophilic substitutions, makes it invaluable for constructing heterocyclic frameworks. This aligns with the growing trend of green chemistry and sustainable synthesis, where efficiency and minimal environmental impact are prioritized.

From a structural perspective, CAS No. 38281-60-6 features a benzofuran ring substituted with an aldehyde group at the 3-position and an ethyl ester at the 2-position. This arrangement not only enhances its reactivity but also improves its solubility in organic solvents, facilitating its use in multistep synthetic routes. The compound's molecular weight and physicochemical properties have been extensively studied, with data available in prominent chemical databases like PubChem and Reaxys. Such accessibility supports its adoption in both academic and industrial settings.

The synthesis of ethyl 3-formyl-1-benzofuran-2-carboxylate typically involves the Vilsmeier-Haack reaction or oxidation of corresponding precursors, showcasing its compatibility with established organic synthesis protocols. Its stability under standard conditions further underscores its practicality for large-scale production. Moreover, the compound's spectroscopic data (e.g., NMR, IR, and mass spectrometry) are well-documented, aiding in quality control and structural verification.

Beyond pharmaceuticals, 38281-60-6 has found niche applications in material science, particularly in the development of organic semiconductors and fluorescent probes. Its conjugated system and electron-withdrawing groups contribute to desirable electronic properties, making it a candidate for optoelectronic devices. This resonates with the rising interest in renewable energy technologies and smart materials, where researchers seek innovative compounds to enhance performance.

In conclusion, ethyl 3-formyl-1-benzofuran-2-carboxylate (CAS No. 38281-60-6) exemplifies the intersection of chemistry and innovation. Its multifaceted applications, from drug development to advanced materials, highlight its importance in modern scientific endeavors. As the scientific community continues to explore its potential, this compound remains a cornerstone in the quest for sustainable and high-value chemical solutions.

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