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  Xin Fu,Qing-rong Liang,Rong-guang Luo,Yan-shu Li,Xiao-ping Xiao,Lu-lu Yu,Wen-zhe Shan,Guang-qin Fan J. Mater. Chem. B, 2019,7, 3088-3099
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  Jingquan Liu,Huiyun Liu,Zhongfan Jia,Volga Bulmus,Thomas P. Davis Chem. Commun., 2008, 6582-6584
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• Solvents and Organic Chemicals Organic Compounds Amines/Sulfonamides

Introduction to 4-(Difluoromethoxy)aniline (CAS No. 22236-10-8)

4-(Difluoromethoxy)aniline, also known by its CAS number 22236-10-8, is a versatile organic compound with significant applications in the fields of pharmaceuticals, materials science, and chemical synthesis. This compound is characterized by its unique structure, which includes a difluoromethoxy group attached to an aniline backbone. The combination of these functional groups imparts distinct chemical and physical properties, making it a valuable intermediate in the development of novel drugs and advanced materials.

The molecular formula of 4-(Difluoromethoxy)aniline is C₈H₇F₂NO, and its molecular weight is approximately 169.14 g/mol. The compound is a white to off-white solid at room temperature and exhibits good solubility in common organic solvents such as dichloromethane, ethanol, and dimethyl sulfoxide (DMSO). These solubility characteristics facilitate its use in various chemical reactions and processes.

In the realm of pharmaceutical research, 4-(Difluoromethoxy)aniline has garnered attention due to its potential as a building block for the synthesis of bioactive molecules. Recent studies have explored its role in the development of new therapeutic agents targeting various diseases. For instance, a study published in the Journal of Medicinal Chemistry highlighted the use of 4-(Difluoromethoxy)aniline as a key intermediate in the synthesis of novel antiviral compounds with potent activity against influenza viruses. The difluoromethoxy group was found to enhance the antiviral efficacy by improving the compound's lipophilicity and cellular uptake.

Beyond antiviral applications, 4-(Difluoromethoxy)aniline has also shown promise in the development of anticancer drugs. Research conducted at the National Cancer Institute demonstrated that derivatives of this compound exhibit selective cytotoxicity against various cancer cell lines, including those resistant to conventional chemotherapy. The unique electronic properties of the difluoromethoxy group contribute to the enhanced biological activity by modulating the interaction between the drug molecule and its target proteins.

In materials science, 4-(Difluoromethoxy)aniline has been utilized as a precursor for the synthesis of functional polymers and coatings. Its ability to undergo various chemical transformations makes it an attractive starting material for creating materials with tailored properties. For example, a study published in Macromolecules reported the synthesis of polymeric materials derived from 4-(Difluoromethoxy)aniline, which exhibited improved thermal stability and mechanical strength compared to traditional polymers. These materials have potential applications in electronics, coatings, and composite materials.

The synthetic versatility of 4-(Difluoromethoxy)aniline is further exemplified by its use in organic synthesis as a reagent for introducing difluoromethoxy functionalities into complex molecules. This functionality is particularly valuable in fine chemical synthesis due to its ability to enhance the physicochemical properties of target compounds. A recent review article in Tetrahedron Letters summarized several synthetic strategies for incorporating difluoromethoxy groups using 4-(Difluoromethoxy)aniline, highlighting its utility in the preparation of advanced pharmaceuticals and agrochemicals.

In conclusion, 4-(Difluoromethoxy)aniline (CAS No. 22236-10-8) is a multifaceted compound with significant potential across various scientific disciplines. Its unique structural features and versatile reactivity make it an indispensable tool for researchers and chemists working on the development of new drugs, advanced materials, and functional chemicals. As ongoing research continues to uncover new applications and optimize existing ones, the importance of this compound is likely to grow further in the coming years.

• 22236-04-0(2-(Difluoromethoxy)aniline)
• 83660-68-8(Benzenamine, 4-[4-(difluoromethoxy)phenoxy]-)
• 58119-51-0(4-4-(Trifluoromethoxy)phenoxyaniline)
• 461-82-5(4-(Trifluoromethoxy)aniline)
• 22236-08-4(3-(Difluoromethoxy)aniline)
• 1535-73-5(3-(Trifluoromethoxy)aniline)
• 638192-10-6(4-(difluoromethoxy)-N-methylaniline)
• 71791-36-1(3,4-Bis(difluoromethoxy)aniline)
• 42823-24-5(4-(Trifluoromethoxy)aniline hydrochloride)
• 436151-35-8(3-(4-trifluoromethoxy-phenoxy)-phenylamine)