Cas no 864830-16-0 (5-Bromo-2-fluoro-4-methylpyridine)

5-Bromo-2-fluoro-4-methylpyridine is a halogenated pyridine derivative with significant utility in pharmaceutical and agrochemical synthesis. Its key structural features—a bromo substituent at the 5-position, a fluoro group at the 2-position, and a methyl group at the 4-position—make it a versatile intermediate for cross-coupling reactions, such as Suzuki-Miyaura and Buchwald-Hartwig couplings. The electron-withdrawing fluorine enhances reactivity in nucleophilic aromatic substitution, while the bromo group facilitates further functionalization. This compound is particularly valuable in the development of bioactive molecules due to its balanced reactivity and stability. It is typically handled under inert conditions to preserve its integrity.
5-Bromo-2-fluoro-4-methylpyridine structure
864830-16-0 structure
Product Name:5-Bromo-2-fluoro-4-methylpyridine
CAS No:864830-16-0
MF:C6H5BrFN
MW:190.01300406456
MDL:MFCD09839213
CID:93090
PubChem ID:23157062
Update Time:2025-05-20

5-Bromo-2-fluoro-4-methylpyridine Chemical and Physical Properties

Names and Identifiers

    • 5-Bromo-2-fluoro-4-methylpyridine
    • 5-Bromo-2-fluoro-4-methyl-pyridine
    • 5-Bromo-2-fluoro-4-picoline
    • 2-FLUORO-4-METHYL-5-BROMOPYRIDINE
    • PubChem3547
    • KSC495S8J
    • PFODFMZCBQUYNG-UHFFFAOYSA-N
    • SBB091037
    • AF10110
    • TRA0062531
    • LS20411
    • VP11004
    • AB53532
    • SY015333
    • BC002478
    • AB0027091
    • 5-Bromo-2-fluoro-4-methylpyridine (ACI)
    • 3-Bromo-6-fluoro-4-methylpyridine
    • J-516925
    • CS-W003663
    • AKOS006346055
    • 864830-16-0
    • 5-Bromo-2-fluoro-4-methylpyridine, AldrichCPR
    • DB-024271
    • DTXSID80631078
    • EN300-309236
    • MFCD09839213
    • B3579
    • SCHEMBL2885049
    • AC-24927
    • PS-8392
    • DB-025222
    • MDL: MFCD09839213
    • Inchi: 1S/C6H5BrFN/c1-4-2-6(8)9-3-5(4)7/h2-3H,1H3
    • InChI Key: PFODFMZCBQUYNG-UHFFFAOYSA-N
    • SMILES: FC1C=C(C)C(Br)=CN=1

Computed Properties

  • Exact Mass: 188.95900
  • Monoisotopic Mass: 188.959
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 0
  • Complexity: 99.1
  • 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: 2.3
  • Topological Polar Surface Area: 12.9

Experimental Properties

  • Density: 1.620(lit.)
  • Boiling Point: 208.9°C at 760 mmHg
  • Flash Point: 80.2℃
  • Refractive Index: 1.5300
  • Water Partition Coefficient: Slightly soluble in water.
  • PSA: 12.89000
  • LogP: 2.29160

5-Bromo-2-fluoro-4-methylpyridine Security Information

5-Bromo-2-fluoro-4-methylpyridine Customs Data

  • HS CODE:2933399090
  • Customs Data:

    China Customs Code:

    2933399090

    Overview:

    2933399090. Other compounds with non fused pyridine rings in structure. 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:

    2933399090. other compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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5-Bromo-2-fluoro-4-methylpyridine Production Method

Additional information on 5-Bromo-2-fluoro-4-methylpyridine

5-Bromo-2-fluoro-4-methylpyridine: A Comprehensive Overview

The compound 5-Bromo-2-fluoro-4-methylpyridine (CAS No. 864830-16-0) is a heterocyclic aromatic compound with significant applications in various fields of chemistry and materials science. This pyridine derivative is characterized by its unique substitution pattern, featuring bromine, fluorine, and methyl groups at specific positions on the pyridine ring. The combination of these substituents imparts distinctive electronic and steric properties to the molecule, making it a valuable compound for research and industrial applications.

Recent studies have highlighted the potential of 5-Bromo-2-fluoro-4-methylpyridine in drug discovery and development. Its ability to act as a precursor in the synthesis of bioactive molecules has been extensively explored. For instance, researchers have utilized this compound as an intermediate in the construction of complex heterocycles, which are often found in pharmaceutical agents targeting various diseases. The bromine substituent at position 5 facilitates nucleophilic aromatic substitution reactions, enabling the incorporation of diverse functional groups into the molecule. This versatility makes 5-Bromo-2-fluoro-4-methylpyridine a valuable building block in medicinal chemistry.

In addition to its role in drug development, 5-Bromo-2-fluoro-4-methylpyridine has shown promise in materials science. Its electronic properties make it a suitable candidate for use in organic electronics, particularly in the design of semiconducting materials. Recent advancements in this area have demonstrated that derivatives of this compound can exhibit desirable charge transport characteristics, making them potential candidates for applications in organic field-effect transistors (OFETs) and light-emitting diodes (OLEDs). The methyl group at position 4 contributes to the molecule's stability and solubility, which are critical factors for its application in such technologies.

The synthesis of 5-Bromo-2-fluoro-4-methylpyridine involves a multi-step process that typically begins with the preparation of an appropriate pyridine derivative. One common approach involves the bromination of a fluorinated pyridine derivative under controlled conditions to achieve selective substitution at position 5. Subsequent alkylation or methylation steps are then employed to introduce the methyl group at position 4. The optimization of these reaction conditions has been a focus of recent research efforts, with studies aiming to improve yield and purity while minimizing side reactions.

From an analytical standpoint, 5-Bromo-2-fluoro-4-methylpyridine can be characterized using a variety of spectroscopic techniques. High-resolution mass spectrometry (HRMS) is commonly employed to confirm its molecular formula and molecular weight. Nuclear magnetic resonance (NMR) spectroscopy provides insights into the electronic environment of the substituents, while infrared (IR) spectroscopy helps identify functional groups within the molecule. These analytical methods are essential for ensuring the quality and consistency of the compound during its synthesis and application.

Looking ahead, the continued exploration of 5-Bromo-2-fluoro-4-methylpyridine is expected to yield further insights into its potential applications. Ongoing research is focused on understanding its role as a precursor in advanced materials and its utility in developing novel therapeutic agents. As our understanding of this compound deepens, it is anticipated that new opportunities will emerge for leveraging its unique properties across diverse scientific disciplines.

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