Cas no 78161-82-7 (4-[4-(trifluoromethyl)phenoxy]benzoic acid)

4-[4-(Trifluoromethyl)phenoxy]benzoic acid is a fluorinated aromatic compound featuring a benzoic acid core substituted with a phenoxy group bearing a trifluoromethyl moiety. This structure imparts unique physicochemical properties, including enhanced lipophilicity and metabolic stability, making it valuable in pharmaceutical and agrochemical research. The trifluoromethyl group contributes to electron-withdrawing effects, influencing reactivity and binding interactions. The compound serves as a versatile intermediate in synthesizing bioactive molecules, particularly in developing kinase inhibitors and herbicides. Its crystalline form ensures consistent purity, while its well-defined structure facilitates precise modifications for structure-activity relationship studies. Suitable for controlled reactions, it is commonly employed in coupling and derivatization processes.
4-[4-(trifluoromethyl)phenoxy]benzoic acid structure
78161-82-7 structure
Product Name:4-[4-(trifluoromethyl)phenoxy]benzoic acid
CAS No:78161-82-7
MF:C14H9F3O3
MW:282.214674711227
MDL:MFCD03840158
CID:534939
PubChem ID:3673481
Update Time:2025-06-25

4-[4-(trifluoromethyl)phenoxy]benzoic acid Chemical and Physical Properties

Names and Identifiers

    • 4-(4-(Trifluoromethyl)phenoxy)benzoic acid
    • 4-[4-(trifluoromethyl)phenoxy]benzoic acid
    • 4-[4-(trifluromethyl)phenoxy]benzoic acid
    • Benzoic acid, 4-[4-(trifluoromethyl)phenoxy]-
    • 4-[4-(Trifluoromethyl)phenoxy]-benzoic acid
    • CS-0035462
    • DTXSID20394897
    • 4-(4-(Trifluoromethyl)phenoxy)benzoicacid
    • EN300-234945
    • 4-(4-Trifluoromethyl-phenoxy)-benzoic acid
    • A917864
    • 78161-82-7
    • AR1904
    • MFCD03840158
    • F2197-0021
    • AKOS011515037
    • AS-45235
    • SCHEMBL1452722
    • 4-(4-Trifluoromethyl-phenoxy)benzoic acid
    • DB-295060
    • MDL: MFCD03840158
    • Inchi: 1S/C14H9F3O3/c15-14(16,17)10-3-7-12(8-4-10)20-11-5-1-9(2-6-11)13(18)19/h1-8H,(H,18,19)
    • InChI Key: REDYCJOUKXVWEZ-UHFFFAOYSA-N
    • SMILES: FC(C1C=CC(=CC=1)OC1C=CC(C(=O)O)=CC=1)(F)F

Computed Properties

  • Exact Mass: 282.05037863g/mol
  • Monoisotopic Mass: 282.05037863g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 20
  • Rotatable Bond Count: 4
  • Complexity: 327
  • 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: 4.6
  • Topological Polar Surface Area: 46.5?2

Experimental Properties

  • Color/Form: White to Yellow Solid

4-[4-(trifluoromethyl)phenoxy]benzoic acid Security Information

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Additional information on 4-[4-(trifluoromethyl)phenoxy]benzoic acid

Introduction to 4-[4-(trifluoromethyl)phenoxy]benzoic acid (CAS No. 78161-82-7)

4-[4-(trifluoromethyl)phenoxy]benzoic acid, with the CAS number 78161-82-7, is a versatile organic compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound is characterized by its unique structure, which includes a trifluoromethyl group and a phenoxy moiety, making it an intriguing candidate for various applications, particularly in the development of novel therapeutic agents.

The chemical structure of 4-[4-(trifluoromethyl)phenoxy]benzoic acid consists of a benzoic acid core linked to a 4-trifluoromethylphenyl group through an ether linkage. This arrangement imparts several favorable properties, such as enhanced lipophilicity and metabolic stability, which are crucial for drug design. The trifluoromethyl group, in particular, is known for its ability to modulate the electronic properties of molecules, often leading to improved pharmacokinetic profiles and biological activity.

In recent years, extensive research has been conducted on 4-[4-(trifluoromethyl)phenoxy]benzoic acid and its derivatives. One notable area of focus has been its potential as an inhibitor of specific enzymes involved in various disease pathways. For instance, studies have shown that this compound exhibits potent inhibitory activity against certain kinases, which are key targets in cancer therapy. The ability to selectively inhibit these enzymes can lead to more effective and targeted treatments with fewer side effects.

Beyond its role as an enzyme inhibitor, 4-[4-(trifluoromethyl)phenoxy]benzoic acid has also been explored for its anti-inflammatory properties. Inflammation is a common underlying factor in many chronic diseases, including cardiovascular disorders and neurodegenerative conditions. Research has demonstrated that this compound can effectively reduce inflammatory markers in vitro and in vivo, suggesting its potential as a therapeutic agent for managing inflammatory diseases.

The pharmacological profile of 4-[4-(trifluoromethyl)phenoxy]benzoic acid has been further enhanced through structural modifications. By introducing various functional groups or altering the position of existing substituents, chemists have been able to fine-tune the compound's properties to meet specific therapeutic needs. For example, the introduction of additional hydroxyl or amino groups can improve water solubility and bioavailability, making the compound more suitable for oral administration.

Clinical trials involving derivatives of 4-[4-(trifluoromethyl)phenoxy]benzoic acid have shown promising results. In early-phase trials, these compounds have demonstrated good safety profiles and efficacy in treating various conditions. However, further research is needed to fully understand their long-term effects and optimize their use in clinical settings.

In addition to its therapeutic applications, 4-[4-(trifluoromethyl)phenoxy]benzoic acid has also found use in analytical chemistry and materials science. Its unique chemical properties make it a valuable reagent for various analytical techniques, such as high-performance liquid chromatography (HPLC) and mass spectrometry (MS). In materials science, the compound's ability to form stable complexes with metal ions has led to its use in the development of novel materials with enhanced mechanical and thermal properties.

The synthesis of 4-[4-(trifluoromethyl)phenoxy]benzoic acid involves several well-established chemical reactions. One common approach is the nucleophilic aromatic substitution reaction between 4-trifluoromethylphenol and 4-chlorobenzoic acid in the presence of a base such as potassium carbonate. This method yields high purity products with good yields, making it suitable for large-scale production.

In conclusion, 4-[4-(trifluoromethyl)phenoxy]benzoic acid (CAS No. 78161-82-7) is a multifaceted compound with a wide range of applications in medicinal chemistry, pharmaceutical research, analytical chemistry, and materials science. Its unique structural features and favorable pharmacological properties make it an attractive candidate for further development and exploration. As research continues to advance, it is likely that new applications and derivatives of this compound will emerge, contributing to the advancement of various scientific fields.

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