Cas no 107658-19-5 (4-Methylfuran-3-carbaldehyde)

4-Methylfuran-3-carbaldehyde is a heterocyclic organic compound featuring a furan ring substituted with a methyl group at the 4-position and a formyl group at the 3-position. This aldehyde is a versatile intermediate in organic synthesis, particularly in the production of pharmaceuticals, agrochemicals, and flavoring agents. Its reactive aldehyde group enables facile derivatization, while the furan ring contributes to its utility in heterocyclic chemistry. The compound’s structural features make it valuable for constructing complex molecular frameworks. It is typically handled under controlled conditions due to its sensitivity to air and moisture. Suitable for research and industrial applications, 4-Methylfuran-3-carbaldehyde offers a balance of reactivity and stability for synthetic workflows.
4-Methylfuran-3-carbaldehyde structure
4-Methylfuran-3-carbaldehyde structure
Product Name:4-Methylfuran-3-carbaldehyde
CAS No:107658-19-5
MF:C6H6O2
MW:110.110641956329
CID:2871142
PubChem ID:11029782
Update Time:2025-05-25

4-Methylfuran-3-carbaldehyde Chemical and Physical Properties

Names and Identifiers

    • 4-methylfuran-3-carbaldehyde
    • 3-Furancarboxaldehyde, 4-methyl-
    • 4-Methylfuran-3-carbaldehyde
    • Inchi: 1S/C6H6O2/c1-5-3-8-4-6(5)2-7/h2-4H,1H3
    • InChI Key: XVLTWSMCDADDAL-UHFFFAOYSA-N
    • SMILES: O1C=C(C=O)C(=C1)C

Computed Properties

  • Exact Mass: 110.036779430g/mol
  • Monoisotopic Mass: 110.036779430g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 8
  • Rotatable Bond Count: 1
  • Complexity: 90.5
  • 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: 0.8
  • Topological Polar Surface Area: 30.2

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Additional information on 4-Methylfuran-3-carbaldehyde

4-Methylfuran-3-carbaldehyde: A Comprehensive Overview

4-Methylfuran-3-carbaldehyde, also known by its CAS number 107658-19-5, is a compound of significant interest in various fields, including organic chemistry, pharmacology, and material science. This compound belongs to the class of aldehydes and features a unique structure that combines a furan ring with an aldehyde group. The furan ring, a five-membered aromatic structure with two double bonds, is substituted at the 3-position with a methyl group and at the 4-position with an aldehyde functional group. This combination makes 4-Methylfuran-3-carbaldehyde a versatile molecule with potential applications in drug design, fragrance synthesis, and as a building block for advanced materials.

The synthesis of 4-Methylfuran-3-carbaldehyde can be achieved through several methods, including oxidation reactions of appropriate alcohols or via the Pfitzinger reaction, which involves the reaction of a ketone with an aldehyde in the presence of ammonia. Recent studies have explored more efficient and environmentally friendly routes to synthesize this compound, leveraging catalytic systems and green chemistry principles. For instance, researchers have reported the use of microwave-assisted synthesis to accelerate the formation of 4-Methylfuran-3-carbaldehyde, significantly reducing reaction times while maintaining high yields.

The chemical properties of 4-Methylfuran-3-carbaldehyde are largely influenced by its functional groups. The aldehyde group is highly reactive and can undergo various transformations, such as condensation reactions (e.g., aldol condensation), oxidation to carboxylic acids, or reduction to alcohols. The furan ring itself is relatively stable under mild conditions but can participate in electrophilic aromatic substitution reactions under certain circumstances. Recent research has highlighted the potential of this compound as a precursor for synthesizing bioactive molecules. For example, studies have demonstrated its use in the construction of heterocyclic frameworks that exhibit promising anti-inflammatory and antioxidant activities.

In terms of applications, 4-Methylfuran-3-carbaldehyde has found utility in the fragrance industry due to its unique aroma profile. It contributes to the characteristic scent of certain fruits and flowers, making it a valuable ingredient in perfumery and flavoring agents. Additionally, this compound has been explored for its potential in materials science, particularly in the development of novel polymers and coatings. Its ability to form stable cross-links through condensation reactions makes it a candidate for high-performance materials with tailored properties.

The environmental impact of 4-Methylfuran-3-carbaldehyde has also been a topic of recent research. Studies have investigated its biodegradation pathways under aerobic and anaerobic conditions, revealing that it can be efficiently metabolized by microbial communities. This suggests that its use in industrial applications may not pose significant risks to ecosystems when proper waste management practices are implemented.

In conclusion, 4-Methylfuran-3-carbaldehyde, CAS No. 107658-19-5, is a multifaceted compound with diverse applications across various industries. Its unique chemical structure and reactivity make it an invaluable tool in organic synthesis, while its environmental compatibility ensures sustainable use in industrial processes. As research continues to uncover new insights into its properties and applications, this compound is poised to play an even greater role in advancing scientific and technological frontiers.

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