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507-63-1 | Perfluorooctyl iodide

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Perfluorooctyl iodide (PFOI) is an organofluorine compound and a member of the perfluorooctyl iodide family. It is an odorless, colorless, and non-flammable liquid that is used in various applications, including as a solvent, a surfactant, and a lubricant. It is also used in the production of semiconductors, coatings, ...

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CAS:507-63-1 | Perfluorooctyl iodide ,Description

Perfluorooctyl iodide (PFOI) is an organofluorine compound and a member of the perfluorooctyl iodide family. It is an odorless, colorless, and non-flammable liquid that is used in various applications, including as a solvent, a surfactant, and a lubricant. It is also used in the production of semiconductors, coatings, and other materials. PFOI has been studied extensively for its potential use in medical applications, particularly in the treatment of cancer and other diseases. 
 

Scientific Research Applications

 

Halogen Bonding and Complex Formation

  • Halogen Bonding with Hydrogen Bond Acceptors: Perfluorohexyl iodide, closely related to perfluorooctyl iodide, forms complexes with various hydrogen-bond acceptors. This property is used to study non-covalent interactions, particularly halogen and hydrogen bonding (Cabot & Hunter, 2009).

Catalysis and Chemical Synthesis

  • Organocatalyst in Morita-Baylis-Hillman Reaction: Perfluorooctyl iodide forms a halogen-bonded adduct with DABCO, which acts as a recyclable catalyst for the Morita-Baylis-Hillman reaction (Dordonne et al., 2011).
  • Allylic Oxidation Catalyst: Perfluorooctylseleninic acid, derived from perfluorooctyl iodide, catalyzes the allylic oxidation of alkenes to enones, demonstrating its potential in organic synthesis (Crich & Zou, 2004).
  • Synthesis of Perfluoroalkyl Alcohol: Perfluorooctyl iodide is used in a two-step alcoholization process to synthesize perfluoroalkyl alcohols, showcasing its role in chemical synthesis (Hieu et al., 2012).

Environmental Impact and Toxicology

  • Estrogen-like Response in Fish: Perfluorooctyl iodide exhibits estrogen-like responses in male medaka fish, suggesting potential environmental and biological impacts (Wang et al., 2013) .
  • Environmental Partitioning: The study of polyfluorinated iodine alkanes, including perfluorooctyl iodide, in environmental matrices highlights their potential as sources for perfluorinated carboxylic acids (Ruan et al., 2010).

Photocatalysis and Chemical Reactions

  • Photochemical Perfluoroalkylation Reactions: A novel photochemical protocol for perfluoroalkylation reactions using perfluoroalkyl iodide was developed. This approach does not require a photoredox catalyst and can be conducted at ambient temperature (Wang et al., 2017).

Endocrine Disruption and Cellular Effects

  • Stimulation of Steroidogenesis in Cells: Perfluorooctyl iodide stimulates steroidogenesis in H295R cells via a cyclic adenosine monophosphate signaling pathway, indicating its potential endocrine-disrupting effects (Wang et al., 2015).

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