Cas no 459-45-0 (4-fluorobenzene-1-diazonium; tetrafluoroboranuide)

4-Fluorobenzene-1-diazonium tetrafluoroborate is a stable diazonium salt commonly used in organic synthesis, particularly in Sandmeyer reactions and aryl coupling processes. Its key advantages include high reactivity as an arylating agent, enabling efficient introduction of the 4-fluorophenyl group into target molecules. The tetrafluoroborate counterion enhances stability, allowing safer handling and storage compared to more labile diazonium salts. This compound is particularly valuable in the preparation of fluorinated aromatic derivatives, which are important intermediates in pharmaceuticals, agrochemicals, and materials science. Its crystalline solid form ensures precise measurement and controlled reactivity under mild conditions. The product is typically employed in diazo-coupling and palladium-catalyzed transformations.
4-fluorobenzene-1-diazonium; tetrafluoroboranuide structure
459-45-0 structure
Product Name:4-fluorobenzene-1-diazonium; tetrafluoroboranuide
CAS No:459-45-0
MF:C6H4BF5N2
MW:209.912378311157
CID:930101
PubChem ID:11790468
Update Time:2025-10-16

4-fluorobenzene-1-diazonium; tetrafluoroboranuide Chemical and Physical Properties

Names and Identifiers

    • 4-Fluorobenzenediazonium Tetrafluoroborate
    • 4-fluorobenzenediazonium,trifluoroborane,fluoride
    • 4-fluorobenzene-1-diazonium; tetrafluoroboranuide
    • 4-Fluorobenzene-1-diazonium tetrafluoroboranuide
    • AKOS017560155
    • EN300-1265827
    • 4-fluorobenzenediazonium;tetrafluoroborate
    • SCHEMBL1165099
    • 459-45-0
    • DB-229107
    • F8885-2297
    • G28100
    • Inchi: 1S/C6H4FN2.BF4/c7-5-1-3-6(9-8)4-2-5;2-1(3,4)5/h1-4H;/q+1;-1
    • InChI Key: FMZSAFIGGZOVJQ-UHFFFAOYSA-N
    • SMILES: FC1C=CC(=CC=1)[N+]#N.F[B-](F)(F)F

Computed Properties

  • Exact Mass: 210.03900
  • Monoisotopic Mass: 210.0387691g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 7
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 0
  • Complexity: 148
  • Covalently-Bonded Unit Count: 2
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 28.2?2

Experimental Properties

  • PSA: 28.15000
  • LogP: 3.61028

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Additional information on 4-fluorobenzene-1-diazonium; tetrafluoroboranuide

Comprehensive Analysis of 4-Fluorobenzene-1-diazonium Tetrafluoroborate (CAS No. 459-45-0): Properties, Applications, and Innovations

The chemical compound 4-fluorobenzene-1-diazonium tetrafluoroborate (CAS No. 459-45-0) is a specialized organic salt widely recognized for its role in synthetic chemistry. With the molecular formula C6H4FN2·BF4, this diazonium salt is a pivotal intermediate in the preparation of fluorinated aromatic compounds. Its unique structure, featuring a fluorobenzene backbone coupled with a reactive diazonium group, makes it invaluable for cross-coupling reactions, aryl functionalization, and advanced material synthesis.

In recent years, the demand for fluorinated compounds has surged due to their applications in pharmaceuticals, agrochemicals, and materials science. Researchers frequently search for "4-fluorobenzene-1-diazonium synthesis" or "459-45-0 applications," reflecting growing interest in its utility. This compound’s stability under controlled conditions and its ability to introduce fluorine atoms into complex molecules align with trends in green chemistry and sustainable synthesis.

The tetrafluoroborate counterion in CAS 459-45-0 enhances solubility in polar solvents, facilitating reactions like the Balz-Schiemann reaction, which converts diazonium salts to aryl fluorides. This property is critical for labs exploring "mild fluorination methods" or "low-temperature diazonium chemistry." Additionally, its compatibility with photocatalysis and electrochemical synthesis positions it as a versatile tool for modern C–H activation strategies.

From an industrial perspective, 4-fluorobenzene-1-diazonium tetrafluoroborate is often discussed alongside "high-value fluorinated intermediates" and "scalable aryl-diazonium salts." Its use in OLED materials and pharmaceutical scaffolds underscores its cross-disciplinary relevance. For instance, it serves as a precursor in the synthesis of fluoroarenes, which are key to developing bioactive molecules with improved metabolic stability.

Safety and handling of 459-45-0 are frequently queried topics. While the compound requires standard precautions for moisture-sensitive materials, its non-explosive nature (when stabilized) distinguishes it from traditional diazonium salts. Proper storage in cool, dry environments and avoidance of strong acids/bases are recommended to maintain its reactivity for "controlled functionalization" workflows.

Innovations leveraging 4-fluorobenzene-1-diazonium tetrafluoroborate continue to emerge, particularly in nanotechnology and surface modification. For example, its application in graphene functionalization or polymer coatings addresses search trends like "diazonium-based surface engineering." Such advancements highlight its potential beyond traditional organic synthesis.

In summary, CAS No. 459-45-0 represents a cornerstone in fluorinated compound research. Its balance of reactivity and stability, coupled with broad applicability, ensures its prominence in answering contemporary challenges—from "efficient fluorination techniques" to "next-gen material design." As industries prioritize fluorine incorporation, this diazonium tetrafluoroborate derivative remains a critical enabler of innovation.

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