1835-65-0 | Tetrafluorophthalonitrile

CAS:1835-65-0 | Tetrafluorophthalonitrile ,Description

Tetrafluorophthalonitrile (TFPN) is an organic compound with the chemical formula C8F4N2. It is a colorless liquid with a boiling point of 84 °C and a melting point of -86 °C. It is a highly fluorinated derivative of phthalonitrile, and is used as a reagent in organic synthesis. It is also used as a solvent for various organic compounds, as well as a catalyst for various chemical reactions.
 

Scientific Research Applications

• Synthesis of Covalent Organic Frameworks (COFs):

  • TFPN has been used in synthesizing crystalline 2D COFs through irreversible nucleophilic aromatic substitution reactions. These COFs, such as COF-316 and -318, exhibit high chemical stability in both acid and base, enabling postsynthetic modifications under extreme conditions (Zhang et al., 2018).

• Catalyst-Free Hydrodefluorination of Perfluoroarenes:

  • A study highlighted an economical approach to remove fluorine from highly fluorinated arenes using NaBH4, where TFPN was employed in the synthesis of a novel organic dye class, demonstrating the utility of the hydrodefluorination procedure (Schoch et al., 2021).

• Experimental and Theoretical Charge Density Studies:

  • The electron density distributions in TFPN were determined using X-ray diffraction data, providing insights into the C−F bonds and weak intermolecular interactions (Hibbs et al., 2004).

• Synthesis and Characterization of Fluorophthalocyanines:

  • TFPN was used in synthesizing and characterizing fluorophthalocyanines with (2-thienyl)ethoxy moieties. These phthalocyanines were further used in electronic devices and chemosensing applications (Wannebroucq et al., 2017).

• Synthesis of Low-Symmetry Phenoxy(Fluoro)-Substituted Nickel Phthalocyaninates:

  • Research on the cross-condensation of 4,5-diphenoxyphthalonitrile with TFPN led to the synthesis of low-symmetry nickel phthalocyaninates, which displayed unique spectral properties and association in solution (Koptyaev et al., 2016).

• Synthesis and Catalytic Activity of Metallophthalocyanines:

  • TFPN was involved in the synthesis of metallophthalocyanine complexes, which demonstrated significant catalytic activity in benzyl alcohol oxidation in a fluorous biphasic system (Özer et al., 2009) .

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