Cas no 22960-18-5 (8-Bromo-6-fluoroquinoline)

8-Bromo-6-fluoroquinoline is a halogenated quinoline derivative characterized by the presence of bromine and fluorine substituents at the 8- and 6-positions, respectively. This compound serves as a versatile intermediate in organic synthesis, particularly in the development of pharmaceuticals and agrochemicals. The bromo and fluoro functional groups enhance its reactivity, enabling selective cross-coupling reactions such as Suzuki-Miyaura or Buchwald-Hartwig amination. Its electron-withdrawing properties also make it valuable for modifying electronic characteristics in heterocyclic systems. The compound exhibits stability under standard conditions, facilitating handling and storage. Its structural features are advantageous for constructing complex molecules with potential biological activity, particularly in antimicrobial and anticancer research.
8-Bromo-6-fluoroquinoline structure
8-Bromo-6-fluoroquinoline structure
Product Name:8-Bromo-6-fluoroquinoline
CAS No:22960-18-5
MF:C9H5BrFN
MW:226.04510474205
MDL:MFCD09907837
CID:251546
PubChem ID:21271249
Update Time:2025-05-20

8-Bromo-6-fluoroquinoline Chemical and Physical Properties

Names and Identifiers

    • 8-Bromo-6-fluoroquinoline
    • Quinoline,8-bromo-6-fluoro-
    • 6-Fluoro-8-bromoquinoline
    • Quinoline,8-bromo-6-fluoro
    • 22960-18-5
    • DOINWPRJXLNEBB-UHFFFAOYSA-N
    • 6-fluoro-8-bromo-quinoline
    • AKOS015834651
    • MFCD09907837
    • CS-0155678
    • DTXSID20611834
    • A878372
    • 6-Fluoro-8 bromoquinoline
    • SB71643
    • SY279301
    • SCHEMBL2582442
    • Quinoline, 8-bromo-6-fluoro-
    • MDL: MFCD09907837
    • Inchi: 1S/C9H5BrFN/c10-8-5-7(11)4-6-2-1-3-12-9(6)8/h1-5H
    • InChI Key: DOINWPRJXLNEBB-UHFFFAOYSA-N
    • SMILES: BrC1=CC(=CC2=CC=CN=C21)F

Computed Properties

  • Exact Mass: 224.95900
  • Monoisotopic Mass: 224.95894g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 0
  • Complexity: 165
  • 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: 2.9
  • Topological Polar Surface Area: 12.9?2

Experimental Properties

  • Density: 1.647
  • Boiling Point: 294.9°C at 760 mmHg
  • Flash Point: 132.2°C
  • Refractive Index: 1.647
  • PSA: 12.89000
  • LogP: 3.13640

8-Bromo-6-fluoroquinoline Customs Data

  • HS CODE:2933499090
  • Customs Data:

    China Customs Code:

    2933499090

    Overview:

    2933499090. Other compounds containing quinoline or isoquinoline ring system [but not further fused]. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933499090. other compounds containing in the structure a quinoline or isoquinoline ring-system (whether or not hydrogenated), not further fused. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

8-Bromo-6-fluoroquinoline Pricemore >>

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Additional information on 8-Bromo-6-fluoroquinoline

8-Bromo-6-fluoroquinoline: A Comprehensive Overview

8-Bromo-6-fluoroquinoline, also known by its CAS registry number CAS No. 22960-18-5, is a heterocyclic aromatic compound that has garnered significant attention in the fields of organic chemistry, pharmacology, and materials science. This compound is characterized by its quinoline skeleton, which is a bicyclic structure consisting of a benzene ring fused to a pyridine ring. The substitution pattern of this molecule, with a bromine atom at position 8 and a fluorine atom at position 6, imparts unique electronic and steric properties that make it valuable for various applications.

The synthesis of 8-Bromo-6-fluoroquinoline typically involves multi-step processes that require precise control over reaction conditions to achieve the desired substitution pattern. Recent advancements in synthetic methodologies have enabled the efficient preparation of this compound using techniques such as nucleophilic aromatic substitution and transition-metal-catalyzed coupling reactions. These methods not only improve the yield but also enhance the purity of the final product, which is critical for its use in research and industrial applications.

One of the most promising areas of research involving 8-Bromo-6-fluoroquinoline is its application in drug discovery. The quinoline framework is well-known for its pharmacological activity, and the introduction of bromine and fluorine substituents further modulates the compound's bioactivity. Studies have shown that this compound exhibits potential anti-inflammatory, antitumor, and antimicrobial properties. For instance, recent research has demonstrated that 8-Bromo-6-fluoroquinoline can inhibit the activity of certain enzymes associated with inflammation, making it a candidate for developing novel therapeutic agents.

In addition to its biological applications, 8-Bromo-6-fluoroquinoline has also found utility in materials science. Its aromaticity and electron-withdrawing substituents make it suitable for use in organic electronics. Researchers have explored its potential as a building block for constructing advanced materials such as organic semiconductors and light-emitting diodes (LEDs). The compound's ability to form stable charge transfer complexes with other organic molecules further enhances its applicability in this field.

The physical and chemical properties of 8-Bromo-6-fluoroquinoline are well-documented, which facilitates its characterization and application. For example, its melting point, solubility, and UV-vis absorption spectra have been extensively studied to understand its behavior under various conditions. These studies are essential for optimizing its use in both laboratory settings and industrial processes.

In conclusion, 8-Bromo-6-fluoroquinoline, with its unique structural features and versatile properties, continues to be a subject of intense research across multiple disciplines. As new applications emerge and synthetic methods improve, this compound is poised to play an increasingly important role in advancing scientific knowledge and technological innovations.

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