• 1. A new approach toward the synthesis of 2,4-bis(fluoroalkyl)-substituted quinoline derivatives using fluoroalkyl amino reagent chemistry
  Fallia Aribi,Etienne Schmitt,Armen Panossian,Jean-Pierre Vors,Sergiy Pazenok,Frédéric R. Leroux Org. Chem. Front. 2016 3 1392
• 2. A new approach toward the synthesis of 2,4-bis(fluoroalkyl)-substituted quinoline derivatives using fluoroalkyl amino reagent chemistry
  Fallia Aribi,Etienne Schmitt,Armen Panossian,Jean-Pierre Vors,Sergiy Pazenok,Frédéric R. Leroux Org. Chem. Front. 2016 3 1392

• Solvents and Organic Chemicals Organic Compounds Benzenoids Phenol ethers Phenol ethers
• Solvents and Organic Chemicals Organic Compounds Benzenoids Phenol ethers
• Solvents and Organic Chemicals Organic Compounds Amines/Sulfonamides

Introduction to 3-(Trifluoromethoxy)aniline (CAS No. 1535-73-5)

3-(Trifluoromethoxy)aniline, with the CAS number 1535-73-5, is a versatile organic compound that has garnered significant attention in the fields of medicinal chemistry and materials science. This compound is characterized by its unique trifluoromethoxy substituent, which imparts distinct chemical and biological properties, making it a valuable building block in the synthesis of various pharmaceuticals and functional materials.

The molecular formula of 3-(Trifluoromethoxy)aniline is C₈H₇F₃NO, and its molecular weight is approximately 186.14 g/mol. The compound exists as a colorless to pale yellow liquid at room temperature and has a boiling point of around 200°C. Its solubility in water is limited, but it dissolves readily in organic solvents such as ethanol, methanol, and dichloromethane.

In the realm of medicinal chemistry, 3-(Trifluoromethoxy)aniline has been extensively studied for its potential applications in drug discovery and development. The trifluoromethoxy group is known to enhance the lipophilicity and metabolic stability of molecules, which are crucial factors in optimizing drug candidates. Recent research has highlighted the use of this compound as a key intermediate in the synthesis of novel antiviral agents, particularly those targeting influenza and HIV.

A study published in the Journal of Medicinal Chemistry in 2021 reported the synthesis of a series of 3-(Trifluoromethoxy)aniline-derived compounds with potent antiviral activity against influenza A virus. The researchers found that these derivatives exhibited high selectivity indices, indicating their potential for further development into therapeutic agents. Another notable application is in the development of inhibitors for specific enzymes involved in cancer progression, such as protein kinases and histone deacetylases (HDACs).

In materials science, 3-(Trifluoromethoxy)aniline has found applications in the synthesis of advanced functional materials. Its unique electronic properties make it suitable for use in organic electronics, including organic light-emitting diodes (OLEDs) and organic photovoltaic cells (OPVs). A recent study published in Advanced Materials demonstrated the use of 3-(Trifluoromethoxy)aniline-based polymers as efficient electron transport layers in OLEDs, significantly enhancing device performance.

The synthetic accessibility of 3-(Trifluoromethoxy)aniline has also contributed to its widespread use in academic and industrial research. Various synthetic routes have been developed to produce this compound efficiently and cost-effectively. One common method involves the nucleophilic substitution reaction between 3-fluoroaniline and trifluoromethyl triflate (TFMT), followed by deprotection if necessary. These synthetic strategies have been optimized to minimize side reactions and improve yield, making 3-(Trifluoromethoxy)aniline readily available for a wide range of applications.

Safety considerations are an important aspect when handling 3-(Trifluoromethoxy)aniline. While it is not classified as a hazardous material under current regulations, proper precautions should be taken to ensure safe handling and storage. This includes using appropriate personal protective equipment (PPE), such as gloves and goggles, and working under well-ventilated conditions to minimize exposure.

In conclusion, 3-(Trifluoromethoxy)aniline (CAS No. 1535-73-5) is a multifaceted compound with significant potential in both medicinal chemistry and materials science. Its unique chemical properties make it an invaluable building block for the development of novel drugs and advanced functional materials. Ongoing research continues to uncover new applications for this compound, further solidifying its importance in modern scientific endeavors.

• 647855-19-4(Benzenamine, 4-methoxy-3-(trifluoromethoxy)-, hydrochloride)
• 263266-23-5(3-3-(Trifluoromethoxy)phenoxyaniline)
• 658-89-9(1,2-Diamino-4-(trifluoromethoxy)benzene)
• 58119-51-0(4-4-(Trifluoromethoxy)phenoxyaniline)
• 461-82-5(4-(Trifluoromethoxy)aniline)
• 22236-08-4(3-(Difluoromethoxy)aniline)
• 461699-34-3(2-Amino-4-(trifluoromethoxy)phenol)
• 647855-21-8(Benzenamine, 4-methoxy-3-(trifluoromethoxy)-)
• 42823-24-5(4-(Trifluoromethoxy)aniline hydrochloride)
• 436151-35-8(3-(4-trifluoromethoxy-phenoxy)-phenylamine)