Cas no 1799-90-2 (Bis(Pentafluorophenyl)Zinc)

Bis(Pentafluorophenyl)Zinc is an organometallic compound featuring two pentafluorophenyl groups bonded to a zinc center. This highly reactive reagent is primarily utilized in organic synthesis and catalysis, particularly in cross-coupling reactions and the formation of carbon-fluorine bonds. Its electron-withdrawing pentafluorophenyl ligands enhance its Lewis acidity, making it effective in facilitating transformations under mild conditions. The compound is valued for its stability in solution and compatibility with a range of substrates, offering precise control in fluorinated aromatic systems. It is commonly employed in academic and industrial research for constructing complex fluorinated architectures. Proper handling under inert conditions is essential due to its air and moisture sensitivity.
Bis(Pentafluorophenyl)Zinc structure
Bis(Pentafluorophenyl)Zinc structure
Product Name:Bis(Pentafluorophenyl)Zinc
CAS No:1799-90-2
MF:C12F10Zn
MW:399.521434783936
MDL:MFCD03701564
CID:118093
PubChem ID:24880317
Update Time:2025-06-12

Bis(Pentafluorophenyl)Zinc Chemical and Physical Properties

Names and Identifiers

    • Zinc,bis(2,3,4,5,6-pentafluorophenyl)-
    • zinc,1,2,3,4,5-pentafluorobenzene-6-ide
    • zinc bis(pentafluorobenzenide)
    • Zinc, bis(2,3,4,5,6-pentafluorophenyl)-
    • BIS(2,3,4,5,6-PENTAFLUOROPHENYL)ZINC
    • AKOS015915706
    • RKAUXNIMJYZJDE-UHFFFAOYSA-N
    • Bis(pentafluorophenyl)zinc, 97%
    • AS-64345
    • 1799-90-2
    • Bis(pentafluorophenyl)zinc
    • Zn(C6F5)2
    • SCHEMBL93449
    • Bis(Pentafluorophenyl)Zinc
    • MDL: MFCD03701564
    • Inchi: 1S/2C6F5.Zn/c2*7-2-1-3(8)5(10)6(11)4(2)9;/q2*-1;+2
    • InChI Key: TURVSLXVJYZFII-UHFFFAOYSA-N
    • SMILES: [Zn+2].FC1C(=C(C(=C([C-]=1)F)F)F)F.FC1C(=C(C(=C([C-]=1)F)F)F)F

Computed Properties

  • Exact Mass: 397.9131
  • Monoisotopic Mass: 397.913
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 12
  • Heavy Atom Count: 23
  • Rotatable Bond Count: 0
  • Complexity: 578
  • Covalently-Bonded Unit Count: 3
  • 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: nothing
  • Topological Polar Surface Area: 0A^2

Experimental Properties

  • Color/Form: Not determined
  • Melting Point: 100-105?°C (lit.)
  • Boiling Point: 85.5°C at 760 mmHg
  • Flash Point: 13.9°C
  • PSA: 0
  • Solubility: Not determined

Bis(Pentafluorophenyl)Zinc Security Information

  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3

Bis(Pentafluorophenyl)Zinc Pricemore >>

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Bis(Pentafluorophenyl)Zinc Related Literature

Additional information on Bis(Pentafluorophenyl)Zinc

Bis(Pentafluorophenyl)Zinc: A Versatile Compound in Modern Chemistry and Pharmaceutical Applications

Bis(Pentafluorophenyl)Zinc (CAS No. 1799-90-2) is a highly specialized compound that has garnered significant attention in the fields of organic chemistry, materials science, and pharmaceutical research. This compound, also known as Zn(C6F5)2, is characterized by its unique chemical structure, which consists of a zinc atom bonded to two pentafluorophenyl groups. The combination of the zinc center and the highly fluorinated aromatic rings imparts a range of interesting properties that make it a valuable reagent in various synthetic processes and applications.

The pentafluorophenyl group is particularly noteworthy due to its exceptional electron-withdrawing ability and hydrophobic nature. These properties contribute to the overall stability and reactivity of Bis(Pentafluorophenyl)Zinc, making it an ideal candidate for use in transition metal-catalyzed reactions, such as cross-coupling reactions and C-H activation processes. Recent studies have highlighted the role of Bis(Pentafluorophenyl)Zinc in facilitating these reactions with high efficiency and selectivity, thereby expanding its utility in the synthesis of complex organic molecules.

In the context of pharmaceutical research, Bis(Pentafluorophenyl)Zinc has shown promise as a key intermediate in the development of novel drugs. Its unique electronic properties allow it to participate in a variety of chemical transformations that are crucial for the synthesis of bioactive compounds. For instance, it has been used in the synthesis of fluorinated pharmaceuticals, which are known for their enhanced metabolic stability and improved pharmacokinetic profiles. This makes Bis(Pentafluorophenyl)Zinc an essential tool for medicinal chemists working on the development of new therapeutic agents.

One of the most significant applications of Bis(Pentafluorophenyl)Zinc is in the field of materials science, particularly in the development of functional materials with unique electronic and optical properties. The high electron-withdrawing ability of the pentafluorophenyl groups can be leveraged to create materials with tailored electronic structures, making them suitable for use in organic electronics, such as organic light-emitting diodes (OLEDs) and organic photovoltaics (OPVs). Recent advancements in this area have demonstrated that Bis(Pentafluorophenyl)Zinc can serve as a building block for constructing advanced materials with superior performance characteristics.

From a synthetic perspective, Bis(Pentafluorophenyl)Zinc can be prepared through several well-established methods. One common approach involves the reaction of zinc powder with pentafluorobenzene under controlled conditions. This method yields high-purity Bis(Pentafluorophenyl)Zinc that can be readily used in subsequent synthetic steps. The ease of preparation and handling further enhances its appeal as a versatile reagent in both academic and industrial settings.

In addition to its synthetic utility, Bis(Pentafluorophenyl)Zinc has been explored for its potential applications in catalysis. Its ability to form stable complexes with various transition metals makes it an effective ligand for catalytic systems. For example, it has been used as a ligand in palladium-catalyzed cross-coupling reactions, where it helps to improve reaction yields and selectivity. This versatility in catalytic applications underscores its importance as a multifunctional compound in modern chemistry.

The environmental impact of Bis(Pentafluorophenyl)Zinc is another area of active research. While fluorinated compounds are known for their stability and resistance to degradation, there is growing interest in understanding their long-term environmental effects. Studies have shown that proper handling and disposal practices can minimize any potential environmental risks associated with the use of Bis(Pentafluorophenyl)Zinc. This emphasis on sustainability aligns with broader efforts within the chemical industry to develop greener and more environmentally friendly processes.

In conclusion, Bis(Pentafluorophenyl)Zinc (CAS No. 1799-90-2) is a remarkable compound with a wide range of applications in organic synthesis, pharmaceutical research, materials science, and catalysis. Its unique chemical properties make it an indispensable tool for chemists working at the forefront of these fields. As research continues to uncover new possibilities for its use, Bis(Pentafluorophenyl)Zinc is poised to play an increasingly important role in advancing scientific knowledge and technological innovation.

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