FAQ

2-Fluoroiodobenzene (CAS No. 348-52-7) is a halogenated aromatic compound with the molecular formula C₆H₄FI. It is widely utilized in organic synthesis and pharmaceutical research due to its unique reactivity and versatility.

1. Pharmaceutical Intermediates

• Synthesis of Active Pharmaceutical Ingredients (APIs): 2-Fluoroiodobenzene serves as a crucial intermediate in the production of pharmaceuticals, particularly in the development of drugs targeting antidepressants, antitumor agents, and antibacterial compounds. Its fluorine and iodine substituents enable selective functionalization, facilitating the construction of complex molecular architectures essential for drug efficacy.
• Example: It can be used to synthesize 2-fluoro-3-iodoaniline, a key precursor in the synthesis of medicinally relevant compounds.

2. Organic Synthesis

• Cross-Coupling Reactions: As a substrate in Palladium-catalyzed cross-coupling reactions (e.g., Suzuki-Miyaura, Kumada, and Buchwald-Hartwig couplings), 2-fluoroiodobenzene allows the introduction of various functional groups, such as boronic acids, Grignard reagents, and amines, enabling the synthesis of diversified organic molecules.
• Nucleophilic Aromatic Substitution: The iodine atom in 2-fluoroiodobenzene can be readily displaced by nucleophiles, leading to the formation of new carbon-heteroatom bonds.

3. Agrochemicals

• Pesticide and Herbicide Synthesis: The compound is used in the development of agrochemicals, where its halogenated structure contributes to the stability and bioactivity of the final products, enhancing their effectiveness in controlling pests and weeds.

4. Material Science

• Functional Polymers and Materials: 2-Fluoroiodobenzene can be incorporated into polymers to impart specific properties, such as conductivity, fluorescence, or chemical resistance, making it valuable in the development of advanced materials.

5. Dyestuffs and Pigments

• Synthesis of Dyes and Pigments: It is employed in the production of dyes and pigments, particularly those used in textiles, printing inks, and coatings. The fluorine and iodine atoms enhance the colorfastness and stability of the resulting products.

6. Research and Development

• Exploratory Chemistry: Due to its reactivity, 2-fluoroiodobenzene is a valuable tool in exploratory organic synthesis, enabling the discovery of new reaction pathways and the development of novel molecular entities.
• Catalyst Development: It can serve as a ligand or precursor in the synthesis of catalysts for various organic transformations.

7. Electronic Materials

• Semiconductor and Conductive Polymers: The compound’s unique electronic properties make it relevant in the development of electronic materials, such as semiconductors and conductive polymers, which are used in electronics and optoelectronics.

Physical and Chemical Properties:

• Appearance: Colorless to pale yellow liquid.
• Melting Point: Approximately -41 to -40°C.
• Boiling Point: 188-189°C.
• Density: 1.903 g/mL at 25°C.
• Solubility: Insoluble in water but soluble in organic solvents like ethanol, dichloromethane, and acetone.
• Stability: Light-sensitive; should be stored in a cool, dark place under inert atmosphere.

Safety and Handling:

• Hazards: Classified as irritant and potentially harmful if inhaled, ingested, or in contact with skin or eyes.
• Handling Precautions: Use appropriate personal protective equipment (PPE), ensure proper ventilation, and avoid exposure to light and moisture.