For scientists and researchers in the chemical and pharmaceutical industries, a deep understanding of a compound's properties and synthesis is crucial for successful application. Ferrocenecarboxylic acid (CAS 1271-42-7), an organometallic compound, offers a unique combination of characteristics that make it valuable in various R&D projects. This article explores its key properties and common synthesis routes.

Understanding the Properties of Ferrocenecarboxylic Acid

Ferrocenecarboxylic acid, with the molecular formula C11H10FeO2, is typically characterized by its appearance as a yellow crystal powder. Its stability and reactivity are influenced by its structure, which features a ferrocene core and a carboxylic acid functional group. Key properties include:

  • Appearance: Yellow crystal powder.
  • Molecular Formula: C11H10FeO2.
  • Molecular Weight: Approximately 230.04 g/mol.
  • Melting Point: Around 210°C (with decomposition).
  • Solubility: Insoluble in water but soluble in organic solvents like chloroform, DMSO, and methanol.
  • Purity: Commonly supplied at 98% or higher purity for R&D applications.
  • Stability: Generally stable under normal conditions but should be stored in a cool, dry place, preferably in a sealed container away from oxidizing agents. Inert atmosphere storage is recommended to prevent degradation over long periods.

The presence of the carboxylic acid group allows for facile derivatization, making it a versatile reactant in organic synthesis. The iron atom within the ferrocene core also imparts unique electronic and redox properties, which are exploited in materials science and catalysis.

Synthesis of Ferrocenecarboxylic Acid

The synthesis of Ferrocenecarboxylic acid typically involves the carboxylation of ferrocene. A common method is the reaction of ferrocene with a strong base (like n-butyllithium) to form lithiated ferrocene, which is then reacted with carbon dioxide. The resulting carboxylated product is then typically purified through recrystallization from suitable solvents such as petroleum ether, chloroform, or ethanol-water mixtures. The exact reaction conditions and purification techniques can be optimized to achieve high yields and purity levels essential for R&D purposes. Manufacturers often employ sophisticated purification methods to meet stringent quality standards.

Applications in Research and Development

Ferrocenecarboxylic acid is a valuable tool for researchers in:

  • Developing Novel Organic Molecules: Its reactivity makes it an excellent starting material for synthesizing complex organic structures with potential pharmaceutical or agrochemical activity.
  • Material Science Research: Investigating its use in polymers, sensors, and electronic devices, leveraging its redox properties.
  • Analytical Chemistry: As a derivatizing agent for GCMS analysis of phenols and alcohols.

Conclusion

Ferrocenecarboxylic acid (CAS 1271-42-7) is a compound of significant interest for the research and development community. Its well-defined properties and accessible synthesis pathways make it a cornerstone intermediate for innovation across multiple scientific disciplines. Ensuring a reliable supply of high-purity material from trusted manufacturers is key to unlocking its full potential in your R&D endeavors.