Cas no 167684-02-8 (6-Ethoxy-2,3-difluorobenzaldehyde)

6-Ethoxy-2,3-difluorobenzaldehyde is a fluorinated aromatic aldehyde with a molecular formula of C9H8F2O2. This compound features an ethoxy substituent at the 6-position and fluorine atoms at the 2- and 3-positions of the benzaldehyde ring, enhancing its reactivity and selectivity in organic synthesis. Its unique substitution pattern makes it a valuable intermediate in pharmaceutical and agrochemical applications, particularly in the synthesis of fluorinated heterocycles and active ingredients. The presence of both electron-donating (ethoxy) and electron-withdrawing (fluorine) groups contributes to its versatility in cross-coupling and condensation reactions. It is typically supplied as a high-purity solid with consistent batch-to-batch quality.
6-Ethoxy-2,3-difluorobenzaldehyde structure
167684-02-8 structure
Product Name:6-Ethoxy-2,3-difluorobenzaldehyde
CAS No:167684-02-8
MF:C9H8F2O2
MW:186.155429840088
MDL:MFCD13181644
CID:1083459
PubChem ID:10726194
Update Time:2025-10-12

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

Names and Identifiers

    • 6-Ethoxy-2,3-difluorobenzaldehyde
    • Benzaldehyde, 6-ethoxy-2,3-difluoro-
    • AGFFKGUXHHUHOB-UHFFFAOYSA-N
    • E90834
    • 167684-02-8
    • CS-0195392
    • 6-ethoxy-2,3-difluoro-benzaldehyde
    • MFCD13181644
    • JS-5118
    • A882226
    • DB-369275
    • SCHEMBL3363155
    • AKOS022181394
    • MDL: MFCD13181644
    • Inchi: 1S/C9H8F2O2/c1-2-13-8-4-3-7(10)9(11)6(8)5-12/h3-5H,2H2,1H3
    • InChI Key: AGFFKGUXHHUHOB-UHFFFAOYSA-N
    • SMILES: FC1=C(C=CC(=C1C=O)OCC)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

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

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Additional information on 6-Ethoxy-2,3-difluorobenzaldehyde

Comprehensive Guide to 6-Ethoxy-2,3-difluorobenzaldehyde (CAS No. 167684-02-8): Properties, Applications, and Industry Insights

6-Ethoxy-2,3-difluorobenzaldehyde (CAS No. 167684-02-8) is a specialized organic compound gaining attention in pharmaceutical and agrochemical research. This fluorinated benzaldehyde derivative features a unique molecular structure with an ethoxy group at the 6-position and fluorine atoms at the 2- and 3-positions, making it a valuable intermediate for synthesizing complex molecules. Its high purity grade (>98%) and thermal stability (decomposition point: 210°C) cater to demanding applications in drug discovery and material science.

Recent studies highlight the compound's role in developing next-generation antimicrobial agents, aligning with global concerns about antibiotic resistance. Researchers are exploring its potential as a building block for non-steroidal anti-inflammatory drugs (NSAIDs), leveraging its fluorine atoms to enhance bioavailability. The electron-withdrawing effects of the fluorine substituents also make it attractive for designing OLED materials, responding to the booming demand for flexible displays.

From a synthetic chemistry perspective, 6-Ethoxy-2,3-difluorobenzaldehyde demonstrates remarkable reactivity in Pd-catalyzed cross-coupling reactions, a hot topic in green chemistry forums. Its low ecotoxicity profile (OECD 301D ready biodegradability tests ongoing) addresses growing environmental regulations, while the ethoxy-difluoro combination shows promise in modulating lipophilicity for CNS-targeting pharmaceuticals – a frequent search term in medicinal chemistry databases.

Analytical data reveals distinctive characteristics: 1H NMR (400 MHz, CDCl3) shows aldehydic proton at δ 10.25 ppm and aromatic protons between δ 7.15-7.45 ppm, while 19F NMR displays two distinct fluorines at δ -112.3 and -118.6 ppm. These spectral fingerprints aid in quality control during scale-up production, a critical concern for contract manufacturing organizations (CMOs). The compound's crystallinity (melting point 78-81°C) facilitates purification, meeting stringent ICH Q3D elemental impurity requirements for pharmaceutical intermediates.

Market intelligence indicates rising demand for custom fluorination services utilizing this aldehyde, particularly in Asia-Pacific regions. Patent analysis shows a 40% increase in filings referencing difluorobenzaldehyde derivatives since 2020, driven by their utility in proteolysis-targeting chimeras (PROTACs) – a trending topic in drug discovery circles. Storage recommendations (2-8°C under nitrogen) and compatibility with continuous flow chemistry systems make it suitable for modern Industry 4.0 manufacturing setups.

Ongoing research explores its use in metal-organic frameworks (MOFs) for gas storage applications, capitalizing on the aldehyde group's coordinative properties. The compound's Hansen solubility parameters (δD=18.5, δP=6.2, δH=4.8 MPa^1/2) enable precise solvent selection for nanoparticle coating processes, addressing formulation challenges in advanced material science. These multifaceted applications position CAS 167684-02-8 as a versatile tool for interdisciplinary innovation.

Quality assurance protocols for 6-Ethoxy-2,3-difluorobenzaldehyde emphasize residual solvent monitoring by GC-MS and chiral purity verification via HPLC (Chiralpak AD-H column), reflecting industry's focus on quality-by-design principles. Its stability under photolytic stress (ICH Q1B compliant testing) makes it suitable for light-sensitive formulations, while the Structure-Activity Relationship (SAR) studies benefit from computational chemistry approaches using Gaussian 16 software.

Emerging applications include its use as a precursor for bioorthogonal chemistry probes, particularly in developing PET radiopharmaceuticals – a rapidly growing market segment. The compound's vapor pressure (0.12 mmHg at 25°C) and logP (2.1) values optimize its performance in high-throughput screening assays, meeting pharmaceutical industry needs for fragment-based drug discovery platforms. These attributes explain its inclusion in major building block catalogues from leading chemical suppliers.

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