Cas no 190774-53-9 (2-Fluoro-6-(trifluoromethyl)phenyl Isocyanate)

2-Fluoro-6-(trifluoromethyl)phenyl isocyanate is a fluorinated aromatic isocyanate compound characterized by its reactive isocyanate functional group and electron-withdrawing substituents. The presence of both fluorine and trifluoromethyl groups enhances its electrophilicity, making it a valuable intermediate in the synthesis of ureas, carbamates, and other derivatives with potential applications in agrochemicals, pharmaceuticals, and specialty materials. Its structural features contribute to improved stability and reactivity in nucleophilic addition reactions. The compound is typically handled under inert conditions due to its moisture sensitivity. Its unique substitution pattern allows for precise modifications in target molecules, offering advantages in the design of high-performance materials and bioactive compounds.
2-Fluoro-6-(trifluoromethyl)phenyl Isocyanate structure
190774-53-9 structure
Product Name:2-Fluoro-6-(trifluoromethyl)phenyl Isocyanate
CAS No:190774-53-9
MF:C8H3F4NO
MW:205.109135866165
MDL:MFCD00673070
CID:148682
PubChem ID:2733381
Update Time:2025-08-03

2-Fluoro-6-(trifluoromethyl)phenyl Isocyanate Chemical and Physical Properties

Names and Identifiers

    • Benzene,1-fluoro-2-isocyanato-3-(trifluoromethyl)-
    • 1-fluoro-2-isocyanato-3-(trifluoromethyl)benzene
    • 2-Fluoro-6-(trifluoromethyl)phenyl isocyanate
    • 472204_ALDRICH
    • AC1MBYR5
    • ACMC-20anun
    • AG-E-39250
    • CTK4E0482
    • SBB006634
    • TIMTEC-BB SBB006634
    • Benzene, 1-fluoro-2-isocyanato-3-(trifluoromethyl)- (9CI)
    • 2-Fluoro-6-(trifluoromethyl)phenyl isocyanate,99%
    • 2-FLUORO-6-(TRIFLUOROMETHYL)PHENYL ISOCYANATE 97%
    • CS-0312285
    • 2-Fluoro-6-(trifluoromethyl)phenylisocyanate
    • FT-0643797
    • Benzene, 1-fluoro-2-isocyanato-3-(trifluoromethyl)-
    • A813434
    • 2-Fluoro-6-(trifluoromethyl)phenyl isocyanate, 97%
    • 190774-53-9
    • MFCD00673070
    • EN300-247418
    • SCHEMBL158739
    • 1-isocyanato-2-fluoro-6-(trifluoromethyl)benzene
    • DTXSID30369879
    • 2-Fluoro-6-(trifluoromethyl)phenyl Isocyanate
    • MDL: MFCD00673070
    • Inchi: 1S/C8H3F4NO/c9-6-3-1-2-5(8(10,11)12)7(6)13-4-14/h1-3H
    • InChI Key: BZWCKYVPHPOLDL-UHFFFAOYSA-N
    • SMILES: FC(C1C=CC=C(C=1N=C=O)F)(F)F

Computed Properties

  • Exact Mass: 205.01500
  • Monoisotopic Mass: 205.015
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 2
  • Complexity: 246
  • 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
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 3.7
  • Topological Polar Surface Area: 29.4A^2

Experimental Properties

  • Color/Form: Not available
  • Density: 1.436?g/mL?at 25?°C(lit.)
  • Boiling Point: 47?°C2.5?mm Hg(lit.)
  • Flash Point: 160?°F
  • Refractive Index: n20/D 1.461(lit.)
  • PSA: 29.43000
  • LogP: 2.81180
  • Solubility: Not available

2-Fluoro-6-(trifluoromethyl)phenyl Isocyanate Security Information

  • Hazardous Material transportation number:UN 2922 8/PG 3
  • WGK Germany:3
  • Hazard Category Code: 20/21/22-36/37/38
  • Safety Instruction: S26
  • Hazardous Material Identification: Xn
  • Risk Phrases:R20/21/22
  • Safety Term:S26-36/37/39

2-Fluoro-6-(trifluoromethyl)phenyl Isocyanate Customs Data

  • HS CODE:2929109000
  • Customs Data:

    China Customs Code:

    2929109000

    Overview:

    2929109000. Other isocyanates. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2929109000. other isocyanates. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

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Additional information on 2-Fluoro-6-(trifluoromethyl)phenyl Isocyanate

Research Briefing on 2-Fluoro-6-(trifluoromethyl)phenyl Isocyanate (CAS: 190774-53-9) and Its Applications in Chemical Biology and Pharmaceutical Research

2-Fluoro-6-(trifluoromethyl)phenyl Isocyanate (CAS: 190774-53-9) is a specialized isocyanate compound that has garnered significant attention in the fields of chemical biology and pharmaceutical research due to its unique reactivity and potential applications in drug discovery and material science. This briefing synthesizes the latest research findings on this compound, focusing on its synthesis, reactivity, and emerging applications in medicinal chemistry and beyond.

Recent studies have highlighted the role of 2-Fluoro-6-(trifluoromethyl)phenyl Isocyanate as a versatile building block in the synthesis of heterocyclic compounds and bioactive molecules. Its electron-withdrawing trifluoromethyl and fluoro substituents enhance its reactivity towards nucleophiles, making it particularly useful in the formation of ureas, carbamates, and other derivatives with potential pharmacological activities. Researchers have exploited these properties to develop novel inhibitors targeting enzymes such as kinases and proteases, which are critical in diseases like cancer and neurodegenerative disorders.

In a 2023 study published in the Journal of Medicinal Chemistry, scientists utilized 2-Fluoro-6-(trifluoromethyl)phenyl Isocyanate to synthesize a series of urea-based compounds with potent inhibitory effects on the epidermal growth factor receptor (EGFR). The study demonstrated that the compound's unique electronic properties contributed to enhanced binding affinity and selectivity, paving the way for next-generation tyrosine kinase inhibitors. These findings underscore the compound's potential in targeted cancer therapies.

Beyond its pharmaceutical applications, 2-Fluoro-6-(trifluoromethyl)phenyl Isocyanate has also been investigated for its utility in material science. A recent report in ACS Applied Materials & Interfaces described its use as a cross-linking agent in the development of high-performance polymers with improved thermal stability and mechanical properties. The incorporation of this isocyanate into polymer matrices resulted in materials with potential applications in coatings, adhesives, and biomedical devices.

Despite its promising applications, challenges remain in the large-scale synthesis and handling of 2-Fluoro-6-(trifluoromethyl)phenyl Isocyanate due to its sensitivity to moisture and potential toxicity. Recent advancements in synthetic methodologies, such as flow chemistry and microwave-assisted synthesis, have addressed some of these issues by enabling more controlled and efficient reactions. These innovations are expected to facilitate broader adoption of the compound in industrial and academic settings.

In conclusion, 2-Fluoro-6-(trifluoromethyl)phenyl Isocyanate (CAS: 190774-53-9) represents a valuable tool in the toolkit of chemical biologists and pharmaceutical researchers. Its unique reactivity and versatility continue to inspire innovative applications in drug discovery and material science. Future research should focus on optimizing its synthetic routes, exploring new derivatives, and expanding its therapeutic and industrial potential.

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