24difluoroaniline

24difluoroaniline, also known as 2,4-difluoroaniline, is an organic compound with the chemical formula C6H5F2NH2. It is a derivative of aniline, where two hydrogen atoms on the aromatic ring are replaced by fluorine atoms at the ortho and para positions relative to the amino group. This compound belongs to the class of aromatic amines and is characterized by its two fluorine substituents, which influence its chemical and physical properties.

2,4-difluoroaniline is typically synthesized through the amination of 2,4-difluoronitrobenzene, often using catalytic hydrogenation or reduction methods. The presence of fluorine atoms enhances the compound’s reactivity and stability compared to unsubstituted aniline. Due to its unique structure, 2,4-difluoroaniline finds applications in pharmaceutical chemistry, agrochemical development, and materials science, particularly in the synthesis of fluorinated drugs and functional polymers.

The compound is a colorless to pale-yellow liquid or solid, depending on its purity and state, with a slight amine-like odor. Its solubility varies with the solvent, with better dissolution in polar organic solvents such as ethanol or acetone. The fluorine substituents contribute to its lipophilicity and metabolic stability, making it valuable in drug design for enhancing bioavailability and reducing degradation.

Safety considerations for 2,4-difluoroaniline include its potential irritancy to skin and mucous membranes, as well as its volatility, which may pose inhalation risks. Proper handling, such as using gloves and ventilation, is recommended when working with this compound. Additionally, its reactivity with oxidizing agents and acids should be taken into account during storage and use.

Research into 2,4-difluoroaniline continues to explore its potential in specialized chemical applications, particularly where fluorination confers advantageous properties in performance materials and bioactive compounds.