Cas no 1227578-46-2 (6-Bromo-3-fluoro-2-(trifluoromethyl)pyridine)

6-Bromo-3-fluoro-2-(trifluoromethyl)pyridine is a versatile halogenated pyridine derivative widely used in pharmaceutical and agrochemical synthesis. Its unique structure, featuring bromo, fluoro, and trifluoromethyl substituents on the pyridine ring, provides excellent reactivity for cross-coupling reactions, nucleophilic substitutions, and other transformations. The electron-withdrawing trifluoromethyl group enhances the compound's stability and influences its electronic properties, making it valuable for designing bioactive molecules. This intermediate is particularly useful in medicinal chemistry for developing fluorinated drug candidates, as the fluorine atoms can improve metabolic stability and binding affinity. Its high purity and well-defined reactivity profile make it a reliable building block for constructing complex heterocyclic systems in research and industrial applications.
6-Bromo-3-fluoro-2-(trifluoromethyl)pyridine structure
1227578-46-2 structure
Product Name:6-Bromo-3-fluoro-2-(trifluoromethyl)pyridine
CAS No:1227578-46-2
MF:C6H2BrF4N
MW:243.984394550323
MDL:MFCD16609979
CID:4689207
PubChem ID:118704102
Update Time:2025-11-01

6-Bromo-3-fluoro-2-(trifluoromethyl)pyridine Chemical and Physical Properties

Names and Identifiers

    • 6-bromo-3-fluoro-2-(trifluoromethyl)pyridine
    • FCH1344380
    • 6-Bromo-3-fluoro-2-trifluoromethyl-pyridine
    • 6-Bromo-3-fluoro-2-(trifluoromethyl)pyridine
    • MDL: MFCD16609979
    • Inchi: 1S/C6H2BrF4N/c7-4-2-1-3(8)5(12-4)6(9,10)11/h1-2H
    • InChI Key: NEMDVTHUXJKSDX-UHFFFAOYSA-N
    • SMILES: BrC1=CC=C(C(C(F)(F)F)=N1)F

Computed Properties

  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 0
  • Complexity: 160
  • Topological Polar Surface Area: 12.9

6-Bromo-3-fluoro-2-(trifluoromethyl)pyridine Pricemore >>

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Additional information on 6-Bromo-3-fluoro-2-(trifluoromethyl)pyridine

Comprehensive Overview of 6-Bromo-3-fluoro-2-(trifluoromethyl)pyridine (CAS No. 1227578-46-2)

6-Bromo-3-fluoro-2-(trifluoromethyl)pyridine (CAS No. 1227578-46-2) is a highly specialized heterocyclic compound that has garnered significant attention in the fields of pharmaceutical chemistry, agrochemical research, and material science. This fluorinated pyridine derivative is characterized by its unique molecular structure, which includes a bromine atom at the 6-position, a fluoro group at the 3-position, and a trifluoromethyl moiety at the 2-position. Such structural features make it a valuable intermediate in the synthesis of complex molecules, particularly those targeting bioactive applications.

The growing interest in 6-Bromo-3-fluoro-2-(trifluoromethyl)pyridine is driven by its versatility in cross-coupling reactions, a topic frequently searched by chemists exploring Suzuki-Miyaura or Buchwald-Hartwig reactions. Researchers are increasingly investigating its potential as a building block for drug discovery, especially in the development of kinase inhibitors and antiviral agents. The compound's electron-withdrawing groups enhance its reactivity, making it a preferred choice for palladium-catalyzed transformations.

In the context of agrochemical innovation, 6-Bromo-3-fluoro-2-(trifluoromethyl)pyridine has been explored for its role in designing crop protection agents. The trifluoromethyl group, in particular, is known to improve the metabolic stability and bioavailability of agrochemicals, aligning with the industry's demand for sustainable pest control solutions. This aligns with trending searches on "green chemistry in agriculture" and "fluorine in agrochemicals".

From a material science perspective, this compound's thermal stability and electronic properties make it a candidate for organic electronics, such as OLEDs and semiconductor materials. Its ability to modulate HOMO-LUMO energy levels is a hot topic among researchers focusing on next-generation optoelectronic devices.

Quality control and analytical characterization of 6-Bromo-3-fluoro-2-(trifluoromethyl)pyridine often involve techniques like HPLC, GC-MS, and NMR spectroscopy, which are frequently queried by laboratory professionals. The compound's high purity grade (>98%) ensures reproducibility in synthetic applications, a critical factor for process chemistry optimization.

Environmental and regulatory compliance aspects of fluorinated compounds are also a growing concern, reflected in searches for "PFAS alternatives" and "biodegradable fluorochemicals". While 6-Bromo-3-fluoro-2-(trifluoromethyl)pyridine is not classified as hazardous under current guidelines, its handling requires standard laboratory safety protocols.

In summary, 6-Bromo-3-fluoro-2-(trifluoromethyl)pyridine (CAS No. 1227578-46-2) represents a cutting-edge chemical intermediate with multidisciplinary applications. Its relevance to drug development, agrochemical innovation, and advanced materials ensures its continued prominence in scientific literature and industrial R&D pipelines.

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