134450-56-9 | 4,5-Difluorophthalonitrile

CAS:134450-56-9 | 4,5-Difluorophthalonitrile,Description

4,5-Difluorophthalonitrile is a chemical compound with the molecular formula C8H2F2N2. It has a molecular weight of 164.11. It is a solid substanceand is used in the preparation of benzo[g]pteridine as an organic electron transfer mediator.

Synthesis Analysis

The synthesis of 4,5-Difluorophthalonitrile can be achieved through the aromatic nucleophilic substitution reaction between commercially available 4,5-dichlorophthalonitrile and potassium fluoride. Another method involves a palladium-catalyzed reaction between 1,2-Dibromo-4,5-difluorobenzene.

Molecular Structure Analysis

The InChI code for 4,5-Difluorophthalonitrile is 1S/C8H2F2N2/c9-7-1-5(3-11)6(4-12)2-8(7)10/h1-2H. The InChI key is KNDUBEZZKOOYMJ-UHFFFAOYSA-N.

Physical And Chemical Properties Analysis

4,5-Difluorophthalonitrile is a solid substance. It has a density of 1.4±0.1 g/cm3. Its boiling point is 305.3±42.0 °C at 760 mmHg. The vapour pressure is 0.0±0.6 mmHg at 25°C. The enthalpy of vaporization is 54.6±3.0 kJ/mol. The flash point is 138.4±27.9 °C. The index of refraction is 1.515.

Scientific Research Applications

Photodynamic Therapy

4,5-Difluorophthalonitrile has been applied in the synthesis of water-soluble phthalocyanines, which are used as photosensitizers in photodynamic therapy. A study by Iqbal, Hanack, and Ziegler (2009) synthesized an octasubstituted galactose zinc(II) phthalocyanine from 4,5-difluorophthalonitrile, demonstrating its potential in medical applications (Iqbal, Hanack, & Ziegler, 2009).

Battery Technology

In the realm of battery technology, 4,5-Difluorophthalonitrile contributes to the improvement of lithium-ion batteries. Huang et al. (2014) used a derivative of 4,5-Difluorophthalonitrile as an electrolyte additive, enhancing the cyclic stability and capacity retention of high-voltage lithium-ion batteries (Huang et al., 2014).

Chemical Synthesis

4,5-Difluorophthalonitrile is also pivotal in the chemical synthesis of various compounds. For instance, a study by Wang Shu-zhao (2008) described the synthesis of 4,5-dichlorophthalonitrile, highlighting the versatility of 4,5-difluorophthalonitrile in producing various derivatives (Wang Shu-zhao, 2008).

Solvent Interactions

Koptyaev et al. (2016) explored the synthesis and solution behavior of low-symmetry nickel phthalocyaninates derived from 4,5-difluorophthalonitrile, providing insights into solvent interactions and complex formation (Koptyaev, Galanin, & Shaposhnikov, 2016).

Material Science

In material science, the synthesis of crystalline covalent organic frameworks using 4,5-Difluorophthalonitrile has been reported. Zhang et al. (2018) demonstrated the creation of frameworks with high chemical stability, indicating potential applications in various fields (Zhang et al., 2018).

NMR Spectroscopy

4,5-Difluorophthalonitrile's derivatives have been studied for their NMR spectral properties, as indicated by Terekhov et al. (1996). This research highlights the compound's importance in spectroscopic studies and its potential in understanding molecular structures (Terekhov, Nolan, Mcarthur, & Leznoff, 1996).

Safety And Hazards

4,5-Difluorophthalonitrile is toxic if swallowed, in contact with skin, or if inhaled. It causes skin irritation and serious eye irritation. Precautionary measures include avoiding breathing dust/fume/gas/mist/vapors/spray, not eating, drinking, or smoking when using this product, using only outdoors or in a well-ventilated area, washing skin thoroughly after handling, and wearing protective gloves/protective clothing/eye protection/face protection.

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