Cas no 16015-07-9 (4-Isopropylfuran-2-carbaldehyde)

4-Isopropylfuran-2-carbaldehyde is a furan derivative characterized by the presence of an isopropyl substituent at the 4-position and a formyl group at the 2-position of the furan ring. This compound is of interest in organic synthesis due to its reactive aldehyde functionality, which allows for further derivatization, and its furan core, which is a common motif in pharmaceuticals and agrochemicals. The isopropyl group enhances lipophilicity, potentially improving solubility in nonpolar solvents. Its structural features make it a versatile intermediate for the preparation of heterocyclic compounds, flavoring agents, and specialty chemicals. Care should be taken in handling due to the aldehyde's reactivity.
4-Isopropylfuran-2-carbaldehyde structure
16015-07-9 structure
Product Name:4-Isopropylfuran-2-carbaldehyde
CAS No:16015-07-9
MF:C8H10O2
MW:138.163802623749
CID:135021
PubChem ID:12258806
Update Time:2025-06-11

4-Isopropylfuran-2-carbaldehyde Chemical and Physical Properties

Names and Identifiers

    • 4-Isopropylfuran-2-carbaldehyde
    • 2-Furancarboxaldehyde,4-(1-methylethyl)-
    • 4-(1-methylethyl)-2-Furancarboxaldehyde
    • 4-Isopropyl-furan-2-carbaldehyde
    • 4-propan-2-ylfuran-2-carbaldehyde
    • 2-Furaldehyde,4-isopropyl- (8CI)
    • 4-Isopropylfuran-2-carboxaldehyde
    • 4-isopropyl-2-furaldehyde
    • 4-isopropylfurfural
    • RNFIHRJWAKWIEM-UHFFFAOYSA-N
    • FCH908861
    • 3290AH
    • AX8283875
    • 2-Furancarboxaldehyde, 4-(1-methylethyl)-
    • CS-13578
    • AKOS006372033
    • SY319034
    • MFCD18642863
    • SCHEMBL1244890
    • 16015-07-9
    • DTXSID50482776
    • C11550
    • FT-0765108
    • CS-M0890
    • DB-064334
    • Inchi: 1S/C8H10O2/c1-6(2)7-3-8(4-9)10-5-7/h3-6H,1-2H3
    • InChI Key: RNFIHRJWAKWIEM-UHFFFAOYSA-N
    • SMILES: O1C(C=O)=CC(=C1)C(C)C

Computed Properties

  • Exact Mass: 138.0681
  • Monoisotopic Mass: 138.068079557g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 2
  • Complexity: 120
  • 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
  • Topological Polar Surface Area: 30.2
  • XLogP3: 1.9

Experimental Properties

  • PSA: 30.21

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Additional information on 4-Isopropylfuran-2-carbaldehyde

Professional Introduction to 4-Isopropylfuran-2-carbaldehyde (CAS No. 16015-07-9)

4-Isopropylfuran-2-carbaldehyde, with the chemical formula C7H10O, is a significant compound in the field of organic synthesis and pharmaceutical research. Its CAS number, 16015-07-9, uniquely identifies it in scientific literature and industrial applications. This compound belongs to the class of furan derivatives, which are widely recognized for their diverse biological activities and synthetic utility.

The structural feature of 4-Isopropylfuran-2-carbaldehyde consists of a furan ring substituted with an isopropyl group at the 4-position and an aldehyde group at the 2-position. This configuration makes it a valuable intermediate in the synthesis of more complex molecules, particularly in the development of pharmaceuticals and agrochemicals. The presence of both electron-withdrawing (aldehyde) and electron-donating (isopropyl) groups enhances its reactivity, making it a versatile building block in organic transformations.

In recent years, 4-Isopropylfuran-2-carbaldehyde has garnered attention in the pharmaceutical industry due to its potential as a precursor for bioactive compounds. Researchers have been exploring its role in synthesizing novel heterocyclic compounds, which exhibit various pharmacological properties. For instance, derivatives of this compound have shown promise in inhibiting certain enzymes associated with inflammatory diseases and metabolic disorders. The aldehyde functionality allows for further derivatization via condensation reactions, leading to the formation of Schiff bases and other functionalized molecules.

The synthesis of 4-Isopropylfuran-2-carbaldehyde typically involves multi-step organic reactions, often starting from readily available furan derivatives. One common approach is the Friedel-Crafts alkylation of furan followed by formylation at the desired position. Advances in catalytic systems, such as transition metal-catalyzed cross-coupling reactions, have improved the efficiency and selectivity of these processes. These innovations not only enhance yield but also reduce environmental impact by minimizing waste and energy consumption.

Recent studies have highlighted the role of 4-Isopropylfuran-2-carbaldehyde in medicinal chemistry. For example, researchers have demonstrated its utility in generating novel antifungal agents by incorporating it into larger molecular frameworks. The furan core provides a rigid scaffold that can be modified to target specific biological pathways. Additionally, the aldehyde group serves as a handle for further chemical modifications, enabling the creation of diverse libraries of compounds for high-throughput screening.

The agrochemical sector has also benefited from the use of 4-Isopropylfuran-2-carbaldehyde as an intermediate. Its derivatives have been investigated for their potential as herbicides and pesticides due to their ability to interact with biological targets in plants and pests. By leveraging its structural flexibility, chemists have developed compounds that exhibit improved efficacy and reduced toxicity compared to traditional agrochemicals.

In conclusion, 4-Isopropylfuran-2-carbaldehyde (CAS No. 16015-07-9) is a multifaceted compound with significant applications in pharmaceuticals and agrochemicals. Its unique structural features enable diverse synthetic pathways, making it a valuable tool for researchers seeking to develop novel bioactive molecules. As scientific understanding advances, the potential uses of this compound are likely to expand, further solidifying its importance in modern chemistry.

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