• 1. Preconcentration of aniline derivatives from aqueous solutions using micellar-enhanced ultrafiltration
  Edmondo Pramauro,Alessandra Bianco Prevot,Piero Savarino,Guido Viscardi,Miguel de la Guardia,Empar Peris Cardells Analyst 1993 118 23

• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Aniline and substituted anilines
• Solvents and Organic Chemicals Organic Compounds Amines/Sulfonamides

2-Chloro-4-fluoroaniline: A Comprehensive Overview

2-Chloro-4-fluoroaniline, also known by its CAS number CAS No. 2106-02-7, is a versatile aromatic amine compound with significant applications in various fields of chemistry, particularly in pharmaceuticals and materials science. This compound is characterized by its unique structure, which includes a chlorine atom at the 2-position and a fluorine atom at the 4-position of the aniline ring. The combination of these substituents imparts distinctive electronic and steric properties to the molecule, making it a valuable building block in organic synthesis.

The synthesis of 2-Chloro-4-fluoroaniline typically involves multi-step processes that often begin with the chlorination or fluorination of aniline derivatives. Recent advancements in catalytic methods and green chemistry have enabled more efficient and environmentally friendly routes for its production. For instance, researchers have explored the use of microwave-assisted synthesis to optimize reaction conditions, reducing both time and energy consumption while maintaining high yields.

In terms of applications, 2-Chloro-4-fluoroaniline has found extensive use as an intermediate in the synthesis of pharmaceutical agents. Its ability to undergo various nucleophilic substitutions and coupling reactions makes it a key precursor in drug discovery programs targeting diverse therapeutic areas, such as oncology and infectious diseases. Notably, recent studies have highlighted its role in the development of novel antiviral compounds, where its structural features contribute to enhanced bioavailability and efficacy.

Beyond pharmaceuticals, 2-Chloro-4-fluoroaniline is also employed in the preparation of advanced materials, including conductive polymers and optoelectronic devices. Its electron-withdrawing groups facilitate redox processes, making it suitable for applications in organic electronics. For example, scientists have utilized this compound to create high-performance organic field-effect transistors (OFETs) with improved charge transport properties.

The physical and chemical properties of 2-Chloro-4-fluoroaniline are well-documented, with a melting point of approximately 155°C and a boiling point around 300°C under standard conditions. Its solubility in common solvents such as dichloromethane and ethanol is moderate, which is advantageous for various synthetic protocols requiring controlled reaction environments.

From a safety standpoint, handling 2-Chloro-4-fluoroaniline requires adherence to standard laboratory practices due to its potential irritant effects on skin and eyes. Proper ventilation and personal protective equipment are recommended during its manipulation to ensure worker safety.

In conclusion, 2-Chloro-4-fluoroaniline, with its unique structure and versatile reactivity, continues to be a pivotal compound in modern chemical research and industry. Its applications span across multiple disciplines, driven by ongoing innovations in synthetic methodologies and material science.

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• 36556-48-6(2-Chloro-3,4-difluoroaniline)
• 36556-56-6(2-Chloro-4,6-difluoroaniline)
• 21397-08-0(2-Chloro-3-fluoroaniline)
• 2729-37-5(2,5-dichloro-4-fluoroaniline)
• 344-19-4(2,6-Dichloro-4-fluoroaniline)
• 2613-32-3(2-Chloro-4,5-difluoroaniline)
• 452-83-5(2-Chloro-5-fluoroaniline)
• 36556-52-2(2,3-Dichloro-4-fluoroaniline)