443-85-6 | 2-FLUORO-6-IODOTOLUENE

CAS:443-85-6 | 2-FLUORO-6-IODOTOLUENE,Description

2-Fluoro-6-iodotoluene is a compound that is not directly mentioned in the provided papers, but its structural relatives and synthetic methods are discussed extensively. The compound is likely to be an aromatic molecule due to the presence of a toluene moiety, with fluorine and iodine substituents at the 2 and 6 positions, respectively. This structure suggests that it could be used as an intermediate in various organic synthesis reactions, particularly in the introduction of fluorine into aromatic systems, which is a common theme in the provided papers.

Synthesis Analysis

The synthesis of related fluorinated

Scientific Research Applications

Electrophilic and Nucleophilic Reactions

2-Fluoro-6-iodotoluene is involved in various electrophilic and nucleophilic reactions. For instance, it plays a role in the selective and direct introduction of the fluorine atom into α-position of β-dicarbonyl compounds, which are crucial building blocks for biologically active compounds (Hara et al., 1998) . Additionally, it is used in catalytic fluorination of 1,3-dicarbonyl compounds with aqueous hydrofluoric acid, displaying high catalytic efficiency and yielding 2-fluoro-1,3-dicarbonyl compounds (Kitamura et al., 2013).

Spectroscopy and Thermodynamics

The electronic and vibrational spectra of di-halogentoluenes, including 2-fluoro-6-iodotoluene, have been studied, providing valuable insights into their thermodynamic functions (Goel, 1984). These studies contribute to understanding the molecular behavior and energy dynamics of such compounds.

Catalytic Difluorination

2-Fluoro-6-iodotoluene is instrumental in the catalytic difluorination of olefins, an approach that demonstrates broad functional group tolerance and utilizes inexpensive p-iodotoluene as the catalyst. This method represents a valuable strategy in the modification of organic systems (Molnár & Gilmour, 2016) .

Stereoselective Synthesis

The compound plays a critical role in the stereoselective synthesis of various organic structures. It reacts with terminal alkynes to yield fluoroalkenyliodonium salts, which can be further transformed into valuable organic compounds (Yoshida & Hara, 2008).

Molecular Orbital Studies

Molecular orbital studies of 2-fluorotoluene derivatives, including 2-fluoro-6-iodotoluene, reveal insights into their structures and internal rotational barriers. These studies are crucial for understanding the physical properties and reactivity of these molecules (Schaefer et al., 1992).

Safety And Hazards

2-Fluoro-6-iodotoluene is considered hazardous. It is classified as a flammable liquid, acute oral toxicity, skin corrosion/irritation, serious eye damage/eye irritation, and specific target organ toxicity (single exposure) with the target organ being the respiratory system. It is recommended to avoid breathing dust/fume/gas/mist/vapors/spray, and to use personal protective equipment when handling this chemical.

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