Cas no 1119454-13-5 (2,4-Difluoro-3-(trifluoromethoxy)benzoic acid)

2,4-Difluoro-3-(trifluoromethoxy)benzoic acid is a fluorinated aromatic carboxylic acid derivative characterized by its unique substitution pattern of fluorine and trifluoromethoxy groups. This compound is valued in pharmaceutical and agrochemical research for its electron-withdrawing properties, which enhance reactivity and stability in synthetic applications. The presence of multiple fluorine atoms contributes to increased lipophilicity, making it useful in the design of bioactive molecules with improved membrane permeability. Its benzoic acid core allows for further functionalization, enabling its use as a versatile intermediate in the synthesis of complex compounds. The trifluoromethoxy group further augments its metabolic stability, making it advantageous for developing advanced chemical entities.
2,4-Difluoro-3-(trifluoromethoxy)benzoic acid structure
1119454-13-5 structure
Product Name:2,4-Difluoro-3-(trifluoromethoxy)benzoic acid
CAS No:1119454-13-5
MF:C8H3F5O3
MW:242.099640130997
MDL:MFCD07787527
CID:1029282
PubChem ID:44887004
Update Time:2025-05-19

2,4-Difluoro-3-(trifluoromethoxy)benzoic acid Chemical and Physical Properties

Names and Identifiers

    • 2,4-Difluoro-3-(trifluoromethoxy)benzoic acid
    • 2,4-Difluoro-3-(trifluoromethoxy)benzoicacid
    • PS-11181
    • DTXSID40661250
    • MFCD07787527
    • 1119454-13-5
    • AT22309
    • CS-0451206
    • AKOS022171867
    • MDL: MFCD07787527
    • Inchi: 1S/C8H3F5O3/c9-4-2-1-3(7(14)15)5(10)6(4)16-8(11,12)13/h1-2H,(H,14,15)
    • InChI Key: XIGZCSAWUPZMGI-UHFFFAOYSA-N
    • SMILES: FC1C(C(=O)O)=CC=C(C=1OC(F)(F)F)F

Computed Properties

  • Exact Mass: 242.00023476g/mol
  • Monoisotopic Mass: 242.00023476g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 3
  • Complexity: 267
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2.8
  • Topological Polar Surface Area: 46.5?2

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Additional information on 2,4-Difluoro-3-(trifluoromethoxy)benzoic acid

Introduction to 2,4-Difluoro-3-(trifluoromethoxy)benzoic acid (CAS No. 1119454-13-5)

2,4-Difluoro-3-(trifluoromethoxy)benzoic acid, identified by the CAS number 1119454-13-5, is a fluorinated aromatic carboxylic acid that has garnered significant attention in the field of pharmaceutical and agrochemical research. Its unique structural features, characterized by the presence of two fluorine atoms at the 2- and 4-positions of the benzene ring and a trifluoromethoxy group at the 3-position, make it a compound of interest for its potential biological activity and synthetic utility.

The molecular structure of 2,4-Difluoro-3-(trifluoromethoxy)benzoic acid contributes to its distinct chemical properties. The fluorine atoms introduce electron-withdrawing effects, which can influence the reactivity and electronic distribution across the molecule. Additionally, the trifluoromethoxy group enhances lipophilicity while maintaining metabolic stability, making it a valuable scaffold for drug design. These characteristics have positioned this compound as a key intermediate in the synthesis of various pharmacologically active molecules.

In recent years, there has been growing interest in fluorinated benzoic acids due to their role in developing novel therapeutic agents. The introduction of fluorine atoms into aromatic compounds is well-documented for its ability to modulate pharmacokinetic properties such as bioavailability, metabolic stability, and binding affinity. Specifically, 2,4-Difluoro-3-(trifluoromethoxy)benzoic acid has been explored in the development of inhibitors targeting specific enzymes and receptors involved in diseases such as cancer and inflammatory disorders.

One of the most compelling aspects of 2,4-Difluoro-3-(trifluoromethoxy)benzoic acid is its potential as a precursor in medicinal chemistry. Researchers have leveraged its structural framework to design derivatives with enhanced efficacy and reduced side effects. For instance, studies have demonstrated its utility in synthesizing small-molecule inhibitors that interact with biological targets implicated in oncogenesis. The trifluoromethoxy group, in particular, has been shown to improve binding interactions by increasing hydrophobicity while maintaining solubility, which is critical for drug delivery systems.

The synthesis of 2,4-Difluoro-3-(trifluoromethoxy)benzoic acid involves multi-step organic reactions that highlight its synthetic versatility. Traditional methods often employ halogenation and nucleophilic substitution strategies to introduce the fluorine and trifluoromethoxy groups. Advances in catalytic processes have further refined these methodologies, enabling more efficient and scalable production. These advancements not only enhance yield but also reduce waste, aligning with green chemistry principles.

Recent research has also explored the role of 2,4-Difluoro-3-(trifluoromethoxy)benzoic acid in material science applications beyond pharmaceuticals. Its unique electronic properties make it a candidate for use in organic electronics, where fluorinated aromatic compounds are valued for their charge transport capabilities. Additionally, its stability under various conditions suggests potential applications in coatings and specialty polymers.

The pharmacological profile of 2,4-Difluoro-3-(trifluoromethoxy)benzoic acid continues to be an area of active investigation. Preclinical studies have indicated that derivatives of this compound exhibit promising activity against enzymes such as kinases and cytochrome P450 isoforms. These enzymes are often dysregulated in diseases like cancer and metabolic disorders, making them attractive targets for therapeutic intervention. The ability to fine-tune the structure through modifications at the 2-, 4-, and 3-positions allows for the development of highly specific inhibitors.

In conclusion,2,4-Difluoro-3-(trifluoromethoxy)benzoic acid (CAS No. 1119454-13-5) represents a versatile and valuable compound with broad applications across multiple scientific disciplines. Its unique structural features make it an attractive scaffold for drug discovery, while its synthetic accessibility ensures robust production capabilities. As research progresses, further exploration into its biological activities and material science applications will undoubtedly uncover new opportunities for innovation.

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