Cas no 1008769-87-6 (4-bromo-3-(trifluoromethoxy)benzoic Acid)

4-Bromo-3-(trifluoromethoxy)benzoic acid is a fluorinated aromatic carboxylic acid derivative with a bromo substituent at the 4-position and a trifluoromethoxy group at the 3-position of the benzene ring. This compound is valued for its structural versatility in organic synthesis, particularly in pharmaceutical and agrochemical applications, where its electron-withdrawing groups enhance reactivity in cross-coupling reactions. The trifluoromethoxy moiety contributes to increased lipophilicity and metabolic stability, making it useful in the design of bioactive molecules. Its high purity and well-defined chemical properties ensure consistent performance in nucleophilic substitution, metal-catalyzed transformations, and other fine chemical processes. The compound is typically supplied as a crystalline solid with documented analytical data.
4-bromo-3-(trifluoromethoxy)benzoic Acid structure
1008769-87-6 structure
Product Name:4-bromo-3-(trifluoromethoxy)benzoic Acid
CAS No:1008769-87-6
MF:C8H4BrF3O3
MW:285.014772415161
MDL:MFCD22378818
CID:1129851
PubChem ID:67354932
Update Time:2025-10-11

4-bromo-3-(trifluoromethoxy)benzoic Acid Chemical and Physical Properties

Names and Identifiers

    • 4-bromo-3-(trifluoromethoxy)benzoic Acid
    • MFCD22378818
    • A1-22866
    • Z1509559621
    • Benzoic acid, 4-bromo-3-(trifluoromethoxy)-
    • F21020
    • DB-218779
    • EN300-195058
    • 1008769-87-6
    • AKOS026675573
    • PS-7194
    • SCHEMBL2299806
    • 4-Bromo-3-(trifluoromethoxy)benzoicacid
    • MDL: MFCD22378818
    • Inchi: 1S/C8H4BrF3O3/c9-5-2-1-4(7(13)14)3-6(5)15-8(10,11)12/h1-3H,(H,13,14)
    • InChI Key: HTDQBKCOVJMGAF-UHFFFAOYSA-N
    • SMILES: BrC1=CC=C(C(=O)O)C=C1OC(F)(F)F

Computed Properties

  • Exact Mass: 283.92959g/mol
  • Monoisotopic Mass: 283.92959g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 2
  • Complexity: 244
  • 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
  • Molecular Weight: 285.01g/mol
  • XLogP3: 3.3
  • Topological Polar Surface Area: 46.5?2

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Additional information on 4-bromo-3-(trifluoromethoxy)benzoic Acid

4-Bromo-3-(Trifluoromethoxy)Benzoic Acid: A Comprehensive Overview

4-Bromo-3-(trifluoromethoxy)benzoic acid, also known by its CAS number CAS No. 1008769-87-6, is a significant compound in the field of organic chemistry and pharmacology. This compound has garnered attention due to its unique structural properties and potential applications in drug development and material science. The molecule consists of a benzoic acid core with substituents at the 3 and 4 positions, specifically a trifluoromethoxy group (-OCF3) and a bromine atom (-Br), respectively. These substituents contribute to the compound's distinctive chemical behavior and biological activity.

The synthesis of 4-bromo-3-(trifluoromethoxy)benzoic acid involves multi-step organic reactions, often utilizing advanced methodologies such as Suzuki coupling or nucleophilic aromatic substitution. Recent studies have focused on optimizing the synthesis process to enhance yield and purity, making it more feasible for large-scale production. The compound's stability under various conditions has also been extensively investigated, revealing its resistance to hydrolysis and oxidation, which are critical factors for its practical applications.

In terms of biological activity, 4-bromo-3-(trifluoromethoxy)benzoic acid has shown promising results in preclinical models. Research indicates that this compound exhibits potent anti-inflammatory and antioxidant properties, making it a potential candidate for treating chronic inflammatory diseases such as arthritis and neurodegenerative disorders. Additionally, studies have explored its role as a modulator of cellular signaling pathways, particularly those involving nuclear receptors like the peroxisome proliferator-activated receptor (PPAR). These findings underscore its potential as a lead compound in drug discovery programs targeting metabolic disorders.

The trifluoromethoxy group (-OCF3) in 4-bromo-3-(trifluoromethoxy)benzoic acid plays a crucial role in modulating the compound's pharmacokinetic properties. This group enhances lipophilicity, which improves the compound's bioavailability when administered orally. Furthermore, the bromine substituent at the 4-position contributes to the molecule's electronic properties, influencing its interaction with biological targets. Recent computational studies have utilized molecular docking techniques to predict binding affinities of this compound to various protein targets, providing valuable insights into its mechanism of action.

The application of 4-bromo-3-(trifluoromethoxy)benzoic acid extends beyond pharmacology into materials science. Its unique electronic properties make it a candidate for use in organic electronics, particularly in the development of semiconducting materials for flexible electronics and photovoltaic devices. Researchers have explored its ability to form self-assembled monolayers (SAMs), which are essential for creating high-performance electronic devices with tailored surface properties.

In conclusion, 4-bromo-3-(trifluoromethoxy)benzoic acid is a versatile compound with significant potential across multiple disciplines. Its chemical stability, unique substituent effects, and promising biological activity position it as a valuable tool in both academic research and industrial applications. As ongoing studies continue to uncover new aspects of this compound's properties and applications, its role in advancing science and technology is expected to grow further.

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