Cas no 870778-96-4 (2,4-Dibromo-6-fluorophenylboronic acid)

2,4-Dibromo-6-fluorophenylboronic acid is a halogenated arylboronic acid derivative with significant utility in cross-coupling reactions, particularly Suzuki-Miyaura couplings. Its distinct substitution pattern, featuring bromine and fluorine groups, enhances its reactivity and selectivity in forming carbon-carbon bonds, making it valuable for synthesizing complex aromatic compounds. The presence of multiple halogens also allows for further functionalization, expanding its applications in pharmaceutical and materials chemistry. This compound exhibits good stability under standard handling conditions, ensuring reliable performance in synthetic workflows. Its compatibility with various catalysts and solvents further underscores its versatility as a building block in organic synthesis.
2,4-Dibromo-6-fluorophenylboronic acid structure
870778-96-4 structure
Product Name:2,4-Dibromo-6-fluorophenylboronic acid
CAS No:870778-96-4
MF:C6H4BBr2FO2
MW:297.712163925171
MDL:MFCD07784352
CID:828018
PubChem ID:24883815
Update Time:2025-06-11

2,4-Dibromo-6-fluorophenylboronic acid Chemical and Physical Properties

Names and Identifiers

    • (2,4-Dibromo-6-fluorophenyl)boronic acid
    • 2,4-Dibromo-6-fluorophenylboronic acid
    • AKOS015834860
    • DTXSID90584642
    • BS-22802
    • (2,4-Dibromo-6-fluorophenyl)boronicacid
    • CS-0175132
    • A862877
    • MFCD07784352
    • 870778-96-4
    • D71440
    • (2,4-Dibromo-6-fluoro-phenyl)boronic acid
    • MDL: MFCD07784352
    • Inchi: 1S/C6H4BBr2FO2/c8-3-1-4(9)6(7(11)12)5(10)2-3/h1-2,11-12H
    • InChI Key: HZNUDGYZJPJQTD-UHFFFAOYSA-N
    • SMILES: BrC1C=C(C=C(C=1B(O)O)F)Br

Computed Properties

  • Exact Mass: 295.86600
  • Monoisotopic Mass: 295.86551g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 161
  • 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
  • Topological Polar Surface Area: 40.5?2

Experimental Properties

  • Density: 2.15
  • Boiling Point: 357.5°C at 760 mmHg
  • Flash Point: 170°C
  • Refractive Index: 1.625
  • PSA: 40.46000
  • LogP: 1.03050

2,4-Dibromo-6-fluorophenylboronic acid Security Information

  • Symbol: GHS07
  • Signal Word:Warning
  • Hazard Statement: H315-H319-H335
  • Warning Statement: P261-P305+P351+P338
  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3
  • Hazard Category Code: 36/37/38
  • Safety Instruction: S26; S36
  • Hazardous Material Identification: Xi
  • Risk Phrases:R36/37/38

2,4-Dibromo-6-fluorophenylboronic acid Customs Data

  • HS CODE:2931900090
  • Customs Data:

    China Customs Code:

    2931900090

    Overview:

    2931900090. Other organic-Inorganic compound. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:AB(Customs clearance form for Inbound Goods,Customs clearance form for outbound goods). MFN tariff:6.5%. general tariff:30.0%

    Summary:

    2931900090. other organo-inorganic compounds. VAT:17.0%. Tax rebate rate:13.0%. Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward). MFN tariff:6.5%. General tariff:30.0%

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Additional information on 2,4-Dibromo-6-fluorophenylboronic acid

Comprehensive Overview of 2,4-Dibromo-6-fluorophenylboronic acid (CAS No. 870778-96-4)

2,4-Dibromo-6-fluorophenylboronic acid (CAS No. 870778-96-4) is a specialized boronic acid derivative widely utilized in organic synthesis, pharmaceutical research, and material science. This compound belongs to the class of arylboronic acids, which are pivotal in Suzuki-Miyaura cross-coupling reactions—a cornerstone of modern drug discovery and agrochemical development. Its unique structure, featuring bromine and fluorine substituents, enhances reactivity and selectivity in palladium-catalyzed reactions, making it a valuable intermediate for constructing complex molecules.

The growing demand for 2,4-Dibromo-6-fluorophenylboronic acid is driven by its applications in high-performance materials and bioconjugation. Researchers are increasingly exploring its role in OLEDs (Organic Light-Emitting Diodes) and fluorescent probes, aligning with trends in sustainable electronics and bioimaging. A surge in searches for "boronic acid Suzuki coupling" and "fluorinated arylboronates" reflects its relevance in cutting-edge chemistry. Additionally, its stability under aqueous conditions makes it suitable for biomedical applications, a topic frequently queried in AI-driven drug design platforms.

From a synthetic perspective, CAS No. 870778-96-4 is often discussed alongside "halogenated boronic acids" and "directed ortho-metalation" techniques. Its electron-withdrawing groups (bromine and fluorine) facilitate regioselective functionalization, a feature highlighted in recent publications on C-H activation. This aligns with industry interest in "green chemistry" and "atom-efficient synthesis," as users seek eco-friendly alternatives to traditional methods. The compound’s crystalline purity (>98%) also meets stringent requirements for API (Active Pharmaceutical Ingredient) production.

In material science, 2,4-Dibromo-6-fluorophenylboronic acid is gaining traction for designing covalent organic frameworks (COFs)—a hot topic in nanotechnology forums. Its ability to form self-assembled monolayers (SAMs) on metal surfaces is under investigation for sensor development, particularly in environmental monitoring. Searches for "boronic acid sensors" and "heavy metal detection" underscore this niche application. Furthermore, its compatibility with microwave-assisted synthesis addresses queries about "fast-track organic synthesis," a common pain point for industrial chemists.

Quality control of CAS No. 870778-96-4 involves advanced analytical techniques like HPLC and NMR spectroscopy, ensuring compliance with REACH and FDA guidelines. Discussions on "boronic acid stability" often cite its robust shelf-life under inert conditions, a critical factor for long-term storage. As the pharmaceutical industry shifts toward continuous manufacturing, this compound’s scalability in flow chemistry setups is another area of exploration.

In summary, 2,4-Dibromo-6-fluorophenylboronic acid exemplifies the intersection of medicinal chemistry and advanced materials. Its versatility in catalysis, bioconjugation, and nanostructure engineering positions it as a key player in solving contemporary challenges, from targeted drug delivery to smart material design. The compound’s alignment with trending search terms like "boronic acid applications 2024" and "fluorinated building blocks" ensures its continued prominence in scientific discourse.

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