Cas no 75279-55-9 (2-Chloro-6-fluorophenylacetonitrile)

2-Chloro-6-fluorophenylacetonitrile is a versatile organic intermediate used in pharmaceutical and agrochemical synthesis. Its distinct molecular structure, featuring both chloro and fluoro substituents on the phenyl ring, enhances reactivity and selectivity in nucleophilic substitution and cyclization reactions. This compound is particularly valuable in the preparation of heterocyclic compounds and active pharmaceutical ingredients (APIs). Its high purity and stability under standard conditions make it a reliable choice for complex synthetic pathways. The electron-withdrawing effects of the halogen groups further facilitate functionalization, enabling precise modifications for targeted applications. Suitable for research and industrial-scale processes, it offers consistent performance in demanding chemical transformations.
2-Chloro-6-fluorophenylacetonitrile structure
75279-55-9 structure
Product Name:2-Chloro-6-fluorophenylacetonitrile
CAS No:75279-55-9
MF:C8H5ClFN
MW:169.583404302597
MDL:MFCD00001900
CID:59677
PubChem ID:123575
Update Time:2025-10-28

2-Chloro-6-fluorophenylacetonitrile Chemical and Physical Properties

Names and Identifiers

    • 2-Chloro-6-fluorophenylacetonitrile
    • 2-Chloro-6-fluorobenzyl cyanide
    • 2-(2-chloro-6-fluorophenyl)acetonitrile
    • Benzeneacetonitrile, 2-chloro-6-fluoro-
    • ZGSAFMIRVLOISC-UHFFFAOYSA-N
    • (2-chloro-6-fluorophenyl)acetonitrile
    • 2-(6-chloro-2-fluorophenyl)ethanenitrile
    • 2-Chloro-6-fluorobenzeneacetonitrile
    • PubChem10416
    • KSC494E1D
    • 2-chloro-6-fluorobenzylcyanide
    • 2-C
    • 2-Chloro-6-Fluoro Phenylacetonitrile
    • NS00059271
    • EN300-17806
    • (2-chloro-6-fluoro-phenyl)-acetonitrile
    • InChI=1/C8H5ClFN/c9-7-2-1-3-8(10)6(7)4-5-11/h1-3H,4H
    • MFCD00001900
    • AKOS000119581
    • 2-Chloro-6-fluorophenylacetonitrile, 98%
    • AM20050269
    • EINECS 278-171-8
    • AC-24899
    • 75279-55-9
    • SCHEMBL958644
    • DTXSID90226252
    • 2-(2-fluoro-6-chlorophenyl)acetonitrile
    • W-104396
    • DS-11144
    • Z57040512
    • FT-0611865
    • CS-W017714
    • A9599
    • STL195582
    • DB-020884
    • 2-(2-chloro-6-fluoro-phenyl)acetonitrile
    • MDL: MFCD00001900
    • Inchi: 1S/C8H5ClFN/c9-7-2-1-3-8(10)6(7)4-5-11/h1-3H,4H2
    • InChI Key: ZGSAFMIRVLOISC-UHFFFAOYSA-N
    • SMILES: ClC1C=CC=C(C=1CC#N)F
    • BRN: 7423296

Computed Properties

  • Exact Mass: 169.00900
  • Monoisotopic Mass: 169.009
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 174
  • 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: 2.3
  • Topological Polar Surface Area: 23.8
  • Surface Charge: 0
  • Tautomer Count: nothing

Experimental Properties

  • Color/Form: White crystals.
  • Density: 1.3099 (estimate)
  • Melting Point: 42.0 to 44.0 deg-C
  • Boiling Point: 85°C 2mm
  • Flash Point: Degrees Fahrenheit:235.4°F
    Degrees Celsius:113°C
  • Refractive Index: 1.528
  • Water Partition Coefficient: Insoluble in water.
  • PSA: 23.79000
  • LogP: 2.54518
  • Solubility: Insoluble in water

2-Chloro-6-fluorophenylacetonitrile Security Information

2-Chloro-6-fluorophenylacetonitrile Customs Data

  • HS CODE:2926909090
  • Customs Data:

    China Customs Code:

    2926909090

    Overview:

    2926909090 Other nitrile based compounds. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:6.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    HS:2926909090 other nitrile-function compounds VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

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Additional information on 2-Chloro-6-fluorophenylacetonitrile

Research Brief on 2-Chloro-6-fluorophenylacetonitrile (CAS: 75279-55-9): Recent Advances and Applications in Chemical Biology and Pharmaceutical Sciences

2-Chloro-6-fluorophenylacetonitrile (CAS: 75279-55-9) is a key intermediate in the synthesis of various bioactive molecules, particularly in the development of pharmaceuticals and agrochemicals. Recent studies have highlighted its significance in the construction of heterocyclic compounds, which serve as scaffolds for drug discovery. This research brief consolidates the latest findings on the synthesis, applications, and mechanistic insights of this compound, providing a comprehensive overview for researchers in the field.

In a 2023 study published in the Journal of Medicinal Chemistry, researchers explored the use of 2-Chloro-6-fluorophenylacetonitrile as a precursor for the synthesis of novel kinase inhibitors. The study demonstrated that the compound's unique halogenated structure facilitates selective binding to ATP pockets in target kinases, offering potential therapeutic avenues for cancer treatment. The research team employed a combination of computational docking and in vitro assays to validate the compound's efficacy, revealing promising inhibitory activity against EGFR and VEGFR2 kinases.

Another significant advancement was reported in Organic Letters, where 2-Chloro-6-fluorophenylacetonitrile was utilized in a palladium-catalyzed cyanation reaction to produce high-value fluorinated aromatic nitriles. The study emphasized the compound's role in enabling C–C bond formation under mild conditions, which is critical for the sustainable synthesis of complex molecules. The methodology presented in this work has been adopted by several pharmaceutical companies for the scalable production of intermediates.

Recent patent filings (e.g., WO2023056123) have also highlighted the compound's utility in agrochemical applications. Specifically, derivatives of 2-Chloro-6-fluorophenylacetonitrile have shown potent herbicidal activity against resistant weed species, addressing a growing challenge in agricultural productivity. The patents describe novel formulations that enhance the compound's stability and bioavailability in field conditions.

In conclusion, 2-Chloro-6-fluorophenylacetonitrile (CAS: 75279-55-9) continues to be a versatile building block in chemical biology and pharmaceutical research. Its applications span from drug discovery to agrochemical development, driven by its unique structural and reactivity properties. Future research directions may focus on expanding its utility in green chemistry protocols and exploring its potential in emerging therapeutic areas such as neurodegenerative diseases.

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