Cas no 1272-44-2 (Benzoylferrocene)

Benzoylferrocene is an organometallic compound consisting of a ferrocene moiety substituted with a benzoyl group. This orange crystalline solid is notable for its stability and redox-active properties, making it valuable in electrochemical applications and as a precursor in synthetic chemistry. Its unique structure combines the electron-rich ferrocene core with the electrophilic benzoyl group, enabling versatile reactivity in cross-coupling and ligand design. Benzoylferrocene is particularly useful in catalysis, materials science, and as a building block for more complex organometallic frameworks. The compound's well-defined electrochemical behavior and ease of functionalization further enhance its utility in research and industrial processes.
Benzoylferrocene structure
Benzoylferrocene structure
Product Name:Benzoylferrocene
CAS No:1272-44-2
MF:C17H14FeO
MW:290.137465953827
MDL:MFCD00001431
CID:41137
PubChem ID:87563859
Update Time:2025-06-18

Benzoylferrocene Chemical and Physical Properties

Names and Identifiers

    • Benzoylferrocene
    • (Benzoylcyclopentadienyl)cyclopentadienyliron
    • Ferrobenzyl phenyl ketone
    • Ferrocenyl phenyl ketone
    • benzoyl-ferrocen
    • Ferrecenophenone
    • Ferrocene,benzoyl
    • Ferrocenyl(phenyl)methanone
    • Ketone,ferrocenyl phenyl
    • Methanone,ferrocenylphenyl
    • Monobenzoylferrocene
    • phenyl ferrocenyl ketone
    • phenylacetylferrocene
    • NSC 54800
    • Ferrocene, benzoyl-
    • BENZOYLFERROCENE, 98+%
    • Ketone, ferrocenyl phenyl
    • Iron(II), (benzoylcyclopentadienyl)cyclopentadienyl-
    • MDL: MFCD00001431
    • Inchi: 1S/C12H9O.C5H5.Fe/c13-12(11-8-4-5-9-11)10-6-2-1-3-7-10;1-2-4-5-3-1;/h1-9H;1-5H;
    • InChI Key: JJHHJZCYDPLHIL-UHFFFAOYSA-N
    • SMILES: [C]1([CH][CH][CH][CH]1)C(=O)C1=CC=CC=C1.[CH]1[CH][CH][CH][CH]1.[Fe] |^1:0,1,2,3,4,13,14,15,16,17|

Computed Properties

  • Exact Mass: 290.03900
  • Monoisotopic Mass: 290.039407
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 19
  • Rotatable Bond Count: 2
  • Complexity: 232
  • 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: 3
  • XLogP3: 2.9
  • Topological Polar Surface Area: 17.1

Experimental Properties

  • Color/Form: powder
  • Density: 1.507 g/cm3
  • Melting Point: 107.0 to 111.0 deg-C
  • Boiling Point: 293.1 °C at 760 mmHg
  • Flash Point: 124 °C
  • Refractive Index: 1.597
  • PSA: 17.07000
  • LogP: 3.29360
  • Solubility: Not determined

Benzoylferrocene Security Information

Benzoylferrocene Customs Data

  • HS CODE:2914399090
  • Customs Data:

    China Customs Code:

    2914399090

    Overview:

    2914399090. Other aromatic ketones without other oxygen-containing groups. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:5.5%. general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to, Acetone declared packaging

    Summary:

    2914399090. other aromatic ketones without other oxygen function. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:5.5%. General tariff:30.0%

Benzoylferrocene Pricemore >>

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Benzoylferrocene Suppliers

Amadis Chemical Company Limited
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(CAS:1272-44-2)Benzoylferrocene
Order Number:A805669
Stock Status:in Stock
Quantity:100g
Purity:99%
Pricing Information Last Updated:Monday, 2 September 2024 16:05
Price ($):213.0

Additional information on Benzoylferrocene

Benzoylferrocene (CAS No. 1272-44-2): A Comprehensive Overview of Its Synthesis, Applications, and Recent Research Developments

Benzoylferrocene, with the chemical formula C14H10O and CAS number 1272-44-2, is a fascinating organometallic compound that has garnered significant attention in the field of synthetic chemistry and materials science. This compound belongs to the class of ferrocene derivatives, which are known for their unique electronic properties and structural versatility. The benzoyl group appended to the ferrocene core introduces additional reactivity and functionalization possibilities, making Benzoylferrocene a valuable building block in various chemical syntheses.

The synthesis of Benzoylferrocene typically involves the reaction of ferrocene with benzoyl chloride in the presence of a base catalyst. This reaction proceeds via an nucleophilic addition-elimination mechanism, where the benzoyl chloride acts as an electrophile and the ferrocene ring donates electrons to form a new carbon-carbon bond. The choice of base catalyst is crucial in optimizing the yield and purity of the product. Common bases used in this reaction include triethylamine, pyridine, and sodium hydride, each offering distinct advantages in terms of reactivity and ease of handling.

One of the most compelling aspects of Benzoylferrocene is its applications in organic electronics. Ferrocene-based compounds are known for their ability to act as redox-active materials, which are essential in devices such as organic light-emitting diodes (OLEDs), organic photovoltaics (OPVs), and supercapacitors. The benzoyl group enhances the stability and solubility of ferrocene derivatives, making them more suitable for practical applications. Recent studies have demonstrated the use of Benzoylferrocene in the development of novel OLED materials, where it serves as an electron-transport layer, improving device efficiency and longevity.

In addition to its role in organic electronics, Benzoylferrocene has found applications in catalysis and polymer science. The compound's unique electronic structure allows it to participate in various catalytic cycles, including oxidation and reduction reactions. Researchers have explored its use as a ligand in transition metal catalysis, where it facilitates the formation of carbon-carbon bonds under mild conditions. This has opened up new avenues for the synthesis of complex organic molecules.

The field of polymer science has also benefited from the incorporation of Benzoylferrocene into polymeric materials. Its ability to undergo controlled polymerization reactions has led to the development of conductive polymers with enhanced thermal and chemical stability. These polymers are being investigated for use in flexible electronics, sensors, and energy storage devices. The benzoyl group's presence further enhances the mechanical properties of these polymers, making them more durable and reliable for practical applications.

Recent research has highlighted the potential of Benzoylferrocene in medicinal chemistry. Derivatives of this compound have shown promise as bioactive molecules due to their ability to interact with biological targets such as enzymes and receptors. Studies have focused on modifying the benzoyl group to introduce additional functional moieties that enhance bioavailability and target specificity. These efforts have led to the discovery of novel compounds with potential therapeutic applications.

The electronic properties of Benzoylferrocene make it an attractive candidate for use in molecular switches and sensors. These devices rely on the ability of molecules to change their electronic properties in response to external stimuli such as light or temperature. Research has demonstrated that Benzoylferrocene can undergo reversible oxidation-reduction reactions, allowing it to switch between different electronic states. This property has been exploited in the development of smart materials that can respond to environmental changes.

The synthesis and application of Benzoylferrocene also contribute to our understanding of organometallic chemistry. The compound serves as a model system for studying electron transfer processes and coordination chemistry at a molecular level. By investigating its reactivity and spectral properties, researchers gain insights into fundamental principles that govern organometallic interactions.

In conclusion, Benzoylferrocene (CAS No. 1272-44-2) is a versatile organometallic compound with a wide range of applications across multiple scientific disciplines. Its unique structure and reactivity make it an invaluable tool for synthetic chemists, materials scientists, and medicinal chemists alike. As research continues to uncover new uses for this compound, its importance is likely to grow even further.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:1272-44-2)Benzoylferrocene
A805669
Purity:99%
Quantity:100g
Price ($):213.0
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