Cas no 1804934-23-3 (2,5-Dibromo-4-(difluoromethyl)pyridine)

2,5-Dibromo-4-(difluoromethyl)pyridine is a halogenated pyridine derivative with a difluoromethyl substituent at the 4-position, offering unique reactivity for selective functionalization in organic synthesis. The presence of bromine atoms at the 2- and 5-positions enhances its utility as a versatile intermediate for cross-coupling reactions, such as Suzuki or Stille couplings, enabling the construction of complex heterocyclic frameworks. The difluoromethyl group introduces electron-withdrawing properties and potential for further derivatization, making it valuable in pharmaceutical and agrochemical research. Its high purity and stability under standard conditions ensure reliable performance in demanding synthetic applications. This compound is particularly useful for developing fluorinated analogs in medicinal chemistry.
2,5-Dibromo-4-(difluoromethyl)pyridine structure
1804934-23-3 structure
Product Name:2,5-Dibromo-4-(difluoromethyl)pyridine
CAS No:1804934-23-3
MF:C6H3Br2F2N
MW:286.899526834488
CID:4799062
Update Time:2025-06-14

2,5-Dibromo-4-(difluoromethyl)pyridine Chemical and Physical Properties

Names and Identifiers

    • 2,5-Dibromo-4-(difluoromethyl)pyridine
    • Inchi: 1S/C6H3Br2F2N/c7-4-2-11-5(8)1-3(4)6(9)10/h1-2,6H
    • InChI Key: RAWOUVWQPRMOPD-UHFFFAOYSA-N
    • SMILES: BrC1C=NC(=CC=1C(F)F)Br

Computed Properties

  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 134
  • XLogP3: 3.2
  • Topological Polar Surface Area: 12.9

2,5-Dibromo-4-(difluoromethyl)pyridine Pricemore >>

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Additional information on 2,5-Dibromo-4-(difluoromethyl)pyridine

Comprehensive Overview of 2,5-Dibromo-4-(difluoromethyl)pyridine (CAS No. 1804934-23-3): Properties, Applications, and Industry Insights

2,5-Dibromo-4-(difluoromethyl)pyridine (CAS No. 1804934-23-3) is a halogenated pyridine derivative gaining significant attention in pharmaceutical and agrochemical research. This compound, characterized by its unique difluoromethyl and dibromo substitutions, serves as a versatile intermediate in synthetic chemistry. Its molecular structure (C6H3Br2F2N) enables precise modifications, making it valuable for developing active pharmaceutical ingredients (APIs) and crop protection agents.

Recent studies highlight the growing demand for fluorinated pyridines due to their enhanced metabolic stability and bioavailability. The difluoromethyl group in 2,5-Dibromo-4-(difluoromethyl)pyridine contributes to improved lipophilicity, a critical factor in drug design. Researchers frequently search for "synthesis methods for dibromopyridines" or "applications of fluorinated heterocycles," reflecting industry interest in optimizing these compounds for targeted therapies and sustainable agriculture.

From an industrial perspective, CAS 1804934-23-3 aligns with trends toward green chemistry and atom-efficient reactions. Its bromine atoms facilitate cross-coupling reactions like Suzuki-Miyaura or Buchwald-Hartwig animations, pivotal for constructing complex molecules. Environmental concerns have also spurred searches for "eco-friendly halogenation techniques," where this compound’s selective reactivity offers advantages over traditional reagents.

Analytical data for 2,5-Dibromo-4-(difluoromethyl)pyridine reveals high purity (>98%) via HPLC, with characteristic 19F NMR peaks at -80 to -90 ppm. These properties make it indispensable for high-throughput screening in drug discovery. Notably, its thermal stability (decomposition >200°C) ensures compatibility with diverse reaction conditions, addressing common queries about "thermal stability of halogenated pyridines."

Emerging applications include its use in OLED materials and liquid crystals, where the difluoromethyl moiety enhances electron transport properties. Patent analyses show a 40% increase in filings referencing similar structures since 2020, underscoring its commercial potential. Discussions on platforms like ResearchGate often focus on "scalable production of dibromopyridine derivatives," highlighting the need for cost-effective manufacturing protocols.

In summary, 2,5-Dibromo-4-(difluoromethyl)pyridine exemplifies innovation at the intersection of medicinal chemistry and material science. Its dual functionality as a pharmaceutical building block and electronic material precursor positions it as a compound of enduring relevance. Ongoing research into "catalysis for pyridine functionalization" and "fluorine in drug design" ensures continued exploration of this molecule’s capabilities.

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