Cas no 83382-89-2 (1-[4-(Difluoromethoxy)phenyl]ethan-1-one)

1-[4-(Difluoromethoxy)phenyl]ethan-1-one is a fluorinated aromatic ketone with notable applications in pharmaceutical and agrochemical synthesis. The difluoromethoxy (–OCF?H) substituent enhances metabolic stability and lipophilicity, making it a valuable intermediate in the development of bioactive compounds. Its electron-withdrawing properties influence reactivity in electrophilic substitution and carbonyl-based transformations. The compound exhibits good thermal stability and solubility in common organic solvents, facilitating its use in multi-step synthetic routes. Its structural features are particularly advantageous in the design of CNS-active molecules and crop protection agents. Careful handling is recommended due to potential sensitivity to strong bases or reducing conditions.
1-[4-(Difluoromethoxy)phenyl]ethan-1-one structure
83382-89-2 structure
Product Name:1-[4-(Difluoromethoxy)phenyl]ethan-1-one
CAS No:83382-89-2
MF:C9H8F2O2
MW:186.155429840088
CID:988816
Update Time:2025-11-02

1-[4-(Difluoromethoxy)phenyl]ethan-1-one Chemical and Physical Properties

Names and Identifiers

    • diethyl[2-hydroxypropyl]aminoethyl sephadex
    • QAE SEPHADEX
    • Sephadex?QAE A-50
    • sephadex-qae A-50
    • SEPHADEX-QAE A-50, ION-EXCHANGE RESIN, 4 0-120MICRON
    • SEPHADEX QAE A-50 ION-EXCHANGE RESIN
    • qae sephadex a-50 chloride form
    • SEPHADEX-A 50QAE
    • QAE-SEPHADEX A-50
    • Diethyl-(2-hydroxypropyl)aminoethyl Sephadex?
    • QAE Sephadex A-50
    • 4'-(difluoromethoxy)acetophenone
    • 4-(Difluoromethoxy)acetophenone
    • 1-(4-(difluoromethoxy)phenyl)ethanone
    • 1-[4-(difluoromethoxy)phenyl]ethanone
    • 1-[4-(difluoromethoxy)phenyl]ethan-1-one
    • 1-(4-Difluoromethoxy-phenyl)-ethanone
    • 1-(4-(Difluoromethoxy)phenyl)ethan-1-one
    • 1-(4-DIFLUOROMETHOXY)PHENYL)ETHANONE
    • Ethanone, 1-[4-(difluoromethoxy)phenyl]-
    • 1-acetyl-4-(difluoromethoxy)benzene
    • 4'-Difluoromethoxyacetophenone
    • 4`-(Difluoromethoxy)acetophenone
    • 1-[4-(Difluoromethoxy)phenyl]ethan-1-one
    • MDL: MFCD00132780
    • Inchi: 1S/C9H8F2O2/c1-6(12)7-2-4-8(5-3-7)13-9(10)11/h2-5,9H,1H3
    • InChI Key: GIGWRVLNOYPOIT-UHFFFAOYSA-N
    • SMILES: FC(OC1C=CC(C(C)=O)=CC=1)F

Computed Properties

  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 3
  • Complexity: 175
  • XLogP3: 2.7
  • Topological Polar Surface Area: 26.3

Experimental Properties

  • Color/Form: No data avaiable
  • Density: No data available
  • Melting Point: No data available
  • Boiling Point: No data available
  • Flash Point: No data available
  • Vapor Pressure: No data available

1-[4-(Difluoromethoxy)phenyl]ethan-1-one Security Information

1-[4-(Difluoromethoxy)phenyl]ethan-1-one Pricemore >>

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Additional information on 1-[4-(Difluoromethoxy)phenyl]ethan-1-one

1-[4-(Difluoromethoxy)phenyl]ethan-1-one (CAS 83382-89-2): Properties, Applications, and Market Insights

1-[4-(Difluoromethoxy)phenyl]ethan-1-one (CAS 83382-89-2) is a specialized organic compound with significant relevance in pharmaceutical and agrochemical research. This difluoromethoxy-substituted acetophenone derivative exhibits unique chemical properties that make it valuable for various synthetic applications. Its molecular structure features an acetyl group attached to a para-difluoromethoxy benzene ring, creating opportunities for diverse chemical modifications.

The growing interest in fluorinated organic compounds has positioned 1-[4-(Difluoromethoxy)phenyl]ethan-1-one as a compound of particular importance in modern chemistry. Researchers are increasingly exploring its potential as a building block for drug discovery, especially in the development of central nervous system (CNS) active compounds. The difluoromethoxy group in this molecule enhances its metabolic stability and bioavailability, key factors in pharmaceutical development.

From a synthetic chemistry perspective, CAS 83382-89-2 serves as a versatile intermediate. Its ketone functionality allows for various transformations including reductions to alcohols, conversions to imines, or use in Grignard reactions. The aromatic difluoromethoxy group provides electronic effects that influence reaction pathways, making this compound particularly interesting for structure-activity relationship (SAR) studies in medicinal chemistry.

Recent advancements in green chemistry have brought attention to more sustainable methods for producing 1-[4-(Difluoromethoxy)phenyl]ethan-1-one. Researchers are investigating catalytic fluorination methods and flow chemistry approaches to improve the efficiency and environmental footprint of its synthesis. These developments align with the pharmaceutical industry's growing emphasis on process intensification and sustainable manufacturing.

The compound's applications extend beyond pharmaceuticals. In materials science, 83382-89-2 has shown potential as a precursor for liquid crystal materials and advanced polymers. The difluoromethoxy moiety contributes to desirable electronic properties in these materials, influencing their dielectric characteristics and thermal stability. This dual applicability in both life sciences and materials science makes 1-[4-(Difluoromethoxy)phenyl]ethan-1-one a compound of broad interdisciplinary interest.

Market analysis indicates steady growth in demand for fluorinated fine chemicals like CAS 83382-89-2. The global market for fluorinated pharmaceutical intermediates is projected to expand significantly, driven by increasing R&D investment in CNS therapeutics and targeted cancer treatments. Specialty chemical manufacturers are responding by developing more efficient production scales for this and related difluoromethoxy compounds.

Quality control of 1-[4-(Difluoromethoxy)phenyl]ethan-1-one typically involves advanced analytical techniques. High-performance liquid chromatography (HPLC) and nuclear magnetic resonance (NMR) spectroscopy are standard methods for verifying purity and structural integrity. The compound's physicochemical properties—including melting point, solubility profile, and stability characteristics—are well-documented in technical literature, supporting its reliable use in research and development.

Storage and handling recommendations for 83382-89-2 follow standard protocols for organic laboratory chemicals. While not classified as hazardous under normal conditions, proper chemical safety practices should be maintained. The compound is typically supplied as a crystalline solid and should be stored in airtight containers protected from moisture and light to maintain stability.

Future research directions for 1-[4-(Difluoromethoxy)phenyl]ethan-1-one may explore its potential in bioconjugation chemistry and proteolysis targeting chimera (PROTAC) development. The compound's structural features make it an attractive candidate for these emerging areas of drug discovery. Additionally, investigations into its metabolic pathways could yield valuable insights for prodrug design strategies.

For researchers sourcing CAS 83382-89-2, it's important to verify supplier credentials and request comprehensive certificates of analysis (CoA). Reputable suppliers provide detailed documentation of chemical purity, impurity profiles, and batch-to-batch consistency. These quality assurances are particularly critical when the compound is intended for pharmaceutical applications or regulatory submissions.

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