Cas no 267880-87-5 (2,3-Difluorobenzoylacetonitrile)

2,3-Difluorobenzoylacetonitrile is a fluorinated organic compound characterized by its benzoylacetonitrile backbone with difluorine substitution at the 2 and 3 positions. This structural configuration imparts unique reactivity and stability, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. The presence of electron-withdrawing fluorine atoms enhances its utility in nucleophilic substitution and cyclization reactions. Its high purity and consistent performance ensure reliable results in complex organic transformations. The compound is particularly useful in the development of fluorinated heterocycles and active pharmaceutical ingredients (APIs), where precise functional group compatibility is critical. Proper handling under controlled conditions is recommended due to its reactive nitrile and carbonyl functionalities.
2,3-Difluorobenzoylacetonitrile structure
267880-87-5 structure
Product Name:2,3-Difluorobenzoylacetonitrile
CAS No:267880-87-5
MF:C9H5F2NO
MW:181.138909101486
MDL:MFCD02260803
CID:239494
PubChem ID:18449024
Update Time:2025-05-20

2,3-Difluorobenzoylacetonitrile Chemical and Physical Properties

Names and Identifiers

    • 3-(2,3-Difluorophenyl)-3-oxopropanenitrile
    • 2,3-DIFLUORO BENZOYL ACETONITRILE
    • Benzenepropanenitrile, 2,3-difluoro-b-oxo-
    • benzenepropanenitrile, 2,3-difluoro-β-oxo-
    • LogP
    • 2',3'-Difluorobenzoylacetonitrile
    • AB92776
    • DTXSID00593902
    • AKOS011944456
    • FVLXLORMUYGZQK-UHFFFAOYSA-N
    • 267880-87-5
    • 3-(2,3-difluoro-phenyl)-3-oxo-propionitrile
    • AT30406
    • A5264
    • SCHEMBL3563696
    • AM883
    • Benzenepropanenitrile, 2,3-difluoro-bata-oxo-
    • FT-0604200
    • 2,3-DIFLUOROBENZOYLACETONITRILE
    • CS-0359429
    • 2,3-Difluoro-b-oxo-benzenepropanenitrile
    • 3-(2, 3-difluorophenyl)-3-oxopropanenitrile
    • 2,3-Difluorobenzoylacetonitrile
    • MDL: MFCD02260803
    • Inchi: 1S/C9H5F2NO/c10-7-3-1-2-6(9(7)11)8(13)4-5-12/h1-3H,4H2
    • InChI Key: FVLXLORMUYGZQK-UHFFFAOYSA-N
    • SMILES: FC1C(=CC=CC=1C(CC#N)=O)F

Computed Properties

  • Exact Mass: 181.03395
  • Monoisotopic Mass: 181.034
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 2
  • Complexity: 245
  • 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: 40.9A^2
  • XLogP3: 1.7

Experimental Properties

  • Density: 1.3
  • Boiling Point: 306.7°C at 760 mmHg
  • Flash Point: 139.3°C
  • Refractive Index: 1.497
  • PSA: 40.86

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Additional information on 2,3-Difluorobenzoylacetonitrile

Introduction to 2,3-Difluorobenzoylacetonitrile (CAS No. 267880-87-5)

2,3-Difluorobenzoylacetonitrile, with the chemical formula C?H?F?NO, is a fluorinated aromatic compound that has garnered significant attention in the field of pharmaceutical and agrochemical research. This compound, identified by its unique CAS No. 267880-87-5, serves as a versatile intermediate in the synthesis of various biologically active molecules. Its structural features, particularly the presence of two fluorine atoms at the 2 and 3 positions of the benzoyl ring and the acetonitrile substituent, make it a valuable building block for further functionalization.

The significance of 2,3-Difluorobenzoylacetonitrile lies in its ability to undergo diverse chemical transformations, which are highly relevant in modern drug discovery. The fluorine atoms introduce electron-withdrawing effects, influencing the reactivity and electronic properties of the molecule. This characteristic is particularly useful in designing molecules with enhanced metabolic stability and improved binding affinity to biological targets. The acetonitrile group provides a site for nucleophilic substitution reactions, allowing for the introduction of various functional groups that can modulate biological activity.

In recent years, there has been a surge in research focusing on fluorinated compounds due to their favorable pharmacokinetic properties. Fluorine atoms can significantly alter the pharmacological profile of a molecule by affecting its lipophilicity, metabolic clearance, and binding interactions with enzymes and receptors. 2,3-Difluorobenzoylacetonitrile exemplifies this trend, as it has been employed in the synthesis of several lead compounds targeting various therapeutic areas.

One of the most compelling applications of 2,3-Difluorobenzoylacetonitrile is in the development of kinase inhibitors. Kinases are enzymes that play crucial roles in cell signaling pathways and are often implicated in diseases such as cancer. By incorporating this compound into kinase inhibitors, researchers can achieve higher selectivity and potency. For instance, recent studies have demonstrated that derivatives of 2,3-Difluorobenzoylacetonitrile exhibit promising activity against specific kinases while minimizing off-target effects.

Another area where 2,3-Difluorobenzoylacetonitrile has shown promise is in the synthesis of antiviral agents. The structural motif present in this compound can be modified to target viral proteases and polymerases, which are essential for viral replication. A notable example is its use in developing inhibitors for influenza virus replication. The fluorine atoms enhance the binding affinity of these inhibitors to viral targets, leading to more effective antiviral activity.

The agrochemical industry also benefits from the versatility of 2,3-Difluorobenzoylacetonitrile. Fluorinated compounds often exhibit improved resistance to degradation by environmental factors, making them more effective as active ingredients in pesticides and herbicides. Researchers have utilized this compound to synthesize novel agrochemicals that target specific pests while maintaining environmental safety.

The synthetic pathways for 2,3-Difluorobenzoylacetonitrile are another area of active investigation. Advanced synthetic techniques have been developed to produce this compound with high yield and purity. These methods often involve multi-step reactions that leverage palladium-catalyzed cross-coupling reactions and other transition metal-catalyzed processes. Such advancements have made it more feasible to incorporate this intermediate into large-scale pharmaceutical manufacturing processes.

In conclusion,2,3-Difluorobenzoylacetonitrile (CAS No. 267880-87-5) is a multifaceted compound with broad applications in pharmaceuticals and agrochemicals. Its unique structural features make it an invaluable intermediate for synthesizing biologically active molecules with enhanced pharmacological properties. As research continues to uncover new therapeutic targets and synthetic methodologies,2,3-Difluorobenzoylacetonitrile is poised to remain at the forefront of drug discovery efforts.

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