700-37-8 | 4-Chloro-2-fluoronitrobenzene

CAS:700-37-8 | 4-Chloro-2-fluoronitrobenzene,Description

4-Chloro-2-fluoro-1-nitrobenzene (CFNB) is a highly reactive and versatile chemical compound with a wide range of applications in the fields of chemistry, biochemistry, and medicine. CFNB is a colorless, odorless solid with a molecular formula of C6H3ClFNO2. It is a halogenated nitrobenzene derivative, which makes it particularly useful in the synthesis of various drugs and other compounds. CFNB has been used in the synthesis of a variety of pharmaceuticals, including antifungal agents, antibiotics, and antiparasitic agents. It has also been used in the synthesis of a number of industrial chemicals, including dyes and fragrances.
 

Scientific Research Applications

Microwave Mediated Reduction

4-Chloro-2-fluoro-1-nitrobenzene has been used in the microwave-mediated reduction of nitroaromatics. This process includes the reduction of 4-fluoronitrobenzene to 4-fluoroaniline and a mixture of 3-chloro-4-fluoroaniline and 3-chloro-4-ethoxyaniline from 2-chloro-1-fluoro-4-nitrobenzene. The solvent choice impacts the SNAr/reduction process, with t-BuOH being an inert solvent choice for such reactions (Spencer et al., 2008).

Hydrogenation to 3-Chloro-4-fluoroaniline

Studies have investigated the hydrogenation of 3-chloro-4-fluoro nitrobenzene to 3-chloro-4-fluoro aniline using a Pt-Cu-S/C catalyst. The catalyst showed high activity and selectivity under specific conditions, with a yield of 98% and purity over 99.5% (Liang Wen-xia, 2014).

Synthesis of 1-Fluoro-2,5-dimethoxy-4-nitrobenzene

The synthesis of 1-fluoro-2,5-dimethoxy-4-nitrobenzene from commercial 2-fluoro-1,4-dimethoxybenzene using nitric acid involves 4-chloro-2-fluoro-1-nitrobenzene as an intermediate. The structure of the synthesized compound was confirmed by X-ray crystallography and characterized by various spectroscopic methods (Sweeney et al., 2018).

Aromatic Nucleophilic Substitution Studies

4-Chloro-2-fluoro-1-nitrobenzene has been studied in the context of aromatic nucleophilic substitution. The ortho:para ratios were measured for reactions with various anions, and the results were discussed in terms of steric exclusion and solvation effects in the transition states (Bamkole et al., 1973).

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