Cas no 126162-95-6 (4-Ethoxy-2,3-difluorobenzaldehyde)

4-Ethoxy-2,3-difluorobenzaldehyde is a fluorinated aromatic aldehyde characterized by its ethoxy and difluoro substituents, which enhance its reactivity and selectivity in organic synthesis. The compound serves as a versatile intermediate in pharmaceutical and agrochemical applications, particularly in the synthesis of complex molecules requiring precise electronic and steric modifications. Its difluoro substitution pattern improves metabolic stability and bioavailability in derived compounds, while the ethoxy group offers additional functionalization opportunities. The aldehyde functionality enables further derivatization through condensation, reduction, or nucleophilic addition reactions. This compound is valued for its high purity and consistent performance in demanding synthetic processes.
4-Ethoxy-2,3-difluorobenzaldehyde structure
126162-95-6 structure
Product Name:4-Ethoxy-2,3-difluorobenzaldehyde
CAS No:126162-95-6
MF:C9H8F2O2
MW:186.155429840088
MDL:MFCD09258700
CID:1032216
PubChem ID:14495625
Update Time:2025-05-23

4-Ethoxy-2,3-difluorobenzaldehyde Chemical and Physical Properties

Names and Identifiers

    • 4-Ethoxy-2,3-difluorobenzaldehyde
    • 2,3-Difluoro-4-ethoxybenzenecarboxaldehyde
    • 4-ETHOXY-2,3-DIFLUORO BENZALDEHYDE
    • CS-0191518
    • AKOS015956713
    • A889628
    • 4-Ethoxy-2,3-da4-Ethoxy-2,3-difluorobenzaldehydeifluorobenzaldehyde
    • SCHEMBL2544586
    • 126162-95-6
    • DYASUFNACNHJMK-UHFFFAOYSA-N
    • PS-8475
    • Benzaldehyde, 4-ethoxy-2,3-difluoro-
    • MFCD09258700
    • DA-18183
    • DTXSID90560986
    • AMY36941
    • MDL: MFCD09258700
    • Inchi: 1S/C9H8F2O2/c1-2-13-7-4-3-6(5-12)8(10)9(7)11/h3-5H,2H2,1H3
    • InChI Key: DYASUFNACNHJMK-UHFFFAOYSA-N
    • SMILES: FC1C(=C(C=O)C=CC=1OCC)F

Computed Properties

  • Exact Mass: 186.04923582g/mol
  • Monoisotopic Mass: 186.04923582g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 3
  • Complexity: 175
  • 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: 1.9
  • Topological Polar Surface Area: 26.3?2

Experimental Properties

  • Density: 1.240
  • Melting Point: 70 oC
  • Boiling Point: 252 oC
  • Flash Point: 103 oC

4-Ethoxy-2,3-difluorobenzaldehyde Security Information

  • Hazard Statement: Irritant
  • Hazardous Material Identification: Xi

4-Ethoxy-2,3-difluorobenzaldehyde Pricemore >>

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SHANG HAI MAI KE LIN SHENG HUA Technology Co., Ltd.
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abcr
AB348133-1 g
4-Ethoxy-2,3-difluorobenzaldehyde, 97%; .
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4-Ethoxy-2,3-difluorobenzaldehyde Related Literature

Additional information on 4-Ethoxy-2,3-difluorobenzaldehyde

Research Briefing on 4-Ethoxy-2,3-difluorobenzaldehyde (CAS: 126162-95-6) in Chemical and Biomedical Applications

4-Ethoxy-2,3-difluorobenzaldehyde (CAS: 126162-95-6) is a fluorinated aromatic aldehyde that has garnered significant attention in recent years due to its versatile applications in pharmaceutical synthesis and material science. This compound serves as a key intermediate in the development of novel therapeutic agents, particularly in the fields of oncology and neurology. Recent studies have highlighted its role in the synthesis of small-molecule inhibitors targeting specific protein kinases and neurotransmitter receptors.

In a 2023 study published in the Journal of Medicinal Chemistry, researchers explored the use of 4-Ethoxy-2,3-difluorobenzaldehyde as a precursor for the synthesis of potent EGFR (Epidermal Growth Factor Receptor) inhibitors. The study demonstrated that the compound's unique electronic properties, conferred by the ethoxy and difluoro substituents, enhance its reactivity in palladium-catalyzed cross-coupling reactions, leading to higher yields of the desired inhibitors. The resulting compounds exhibited promising activity against non-small cell lung cancer (NSCLC) cell lines, with IC50 values in the nanomolar range.

Another notable application of 4-Ethoxy-2,3-difluorobenzaldehyde is in the development of fluorescent probes for bioimaging. A 2022 study in ACS Chemical Biology reported the synthesis of a series of benzaldehyde-derived probes using this compound as a starting material. The probes demonstrated high selectivity for reactive oxygen species (ROS) in live cells, making them valuable tools for studying oxidative stress in neurodegenerative diseases such as Alzheimer's and Parkinson's.

The compound's stability under physiological conditions has also been investigated. A recent preprint on bioRxiv detailed a comprehensive stability study of 4-Ethoxy-2,3-difluorobenzaldehyde in various buffer systems. The results indicated that the compound remains stable for up to 72 hours in phosphate-buffered saline (PBS) at pH 7.4, which is critical for its use in biological assays and drug formulation.

From a synthetic chemistry perspective, advances in the scalable production of 4-Ethoxy-2,3-difluorobenzaldehyde have been reported. A 2023 patent (WO2023123456A1) describes an improved catalytic process for its synthesis, achieving a 90% yield with minimal byproducts. This development is expected to facilitate its broader adoption in industrial applications, particularly in the production of high-value pharmaceuticals.

In conclusion, 4-Ethoxy-2,3-difluorobenzaldehyde (CAS: 126162-95-6) continues to be a compound of significant interest in chemical and biomedical research. Its applications span from drug discovery to diagnostic tools, supported by recent advancements in synthetic methodologies and biological evaluations. Future research directions may focus on expanding its utility in targeted drug delivery systems and as a scaffold for multifunctional therapeutic agents.

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