Cas no 873203-36-2 (1-Bromo-4-4-(trifluoromethoxy)phenoxybenzene)

1-Bromo-4-[4-(trifluoromethoxy)phenoxy]benzene is a brominated aromatic compound featuring a trifluoromethoxy-substituted phenoxy group. This structure imparts unique electronic and steric properties, making it valuable as an intermediate in organic synthesis, particularly in the development of pharmaceuticals, agrochemicals, and advanced materials. The presence of both bromine and trifluoromethoxy groups enhances reactivity in cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings, enabling precise functionalization. Its stability under various reaction conditions and compatibility with diverse synthetic routes further contribute to its utility. The compound's well-defined molecular architecture ensures consistent performance in high-precision applications, making it a preferred choice for researchers requiring reliable building blocks in complex synthetic pathways.
1-Bromo-4-4-(trifluoromethoxy)phenoxybenzene structure
873203-36-2 structure
Product Name:1-Bromo-4-4-(trifluoromethoxy)phenoxybenzene
CAS No:873203-36-2
MF:C13H8BrF3O2
MW:333.100633621216
CID:1876447
PubChem ID:11530065
Update Time:2025-10-31

1-Bromo-4-4-(trifluoromethoxy)phenoxybenzene Chemical and Physical Properties

Names and Identifiers

    • Benzene, 1-(4-bromophenoxy)-4-(trifluoromethoxy)-
    • 1-bromo-4-(4-(trifluoromethoxy)phenoxy)benzene
    • AT36350
    • BS-32953
    • 1-Bromo-4-[4-(trifluoromethoxy)phenoxy]benzene
    • MFCD30474680
    • 1-Bromo-4-({4-[(trifluoromethyl)oxy]phenyl}oxy)benzene
    • SCHEMBL1393658
    • 1-bromo-4-(4-(trifluoromethoxy) phenoxy) benzene
    • 873203-36-2
    • 1-Bromo-4-[[4-[(trifluoromethyl)oxy]phenyl]oxy]benZene
    • YJB20336
    • 1-Bromo-4-4-(trifluoromethoxy)phenoxybenzene
    • Inchi: 1S/C13H8BrF3O2/c14-9-1-3-10(4-2-9)18-11-5-7-12(8-6-11)19-13(15,16)17/h1-8H
    • InChI Key: AZJYHXLZYCYEKA-UHFFFAOYSA-N
    • SMILES: BrC1C=CC(=CC=1)OC1C=CC(=CC=1)OC(F)(F)F

Computed Properties

  • Exact Mass: 331.96598g/mol
  • Monoisotopic Mass: 331.96598g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 19
  • Rotatable Bond Count: 3
  • Complexity: 270
  • 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: 5.3
  • Topological Polar Surface Area: 18.5?2

1-Bromo-4-4-(trifluoromethoxy)phenoxybenzene Pricemore >>

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Additional information on 1-Bromo-4-4-(trifluoromethoxy)phenoxybenzene

Recent Advances in the Application of 1-Bromo-4-[4-(trifluoromethoxy)phenoxy]benzene (CAS: 873203-36-2) in Chemical Biology and Pharmaceutical Research

1-Bromo-4-[4-(trifluoromethoxy)phenoxy]benzene (CAS: 873203-36-2) is a specialized aromatic compound that has gained increasing attention in chemical biology and pharmaceutical research due to its unique structural features and versatile reactivity. This halogenated benzene derivative, characterized by a trifluoromethoxy-phenoxy substituent, serves as a valuable intermediate in the synthesis of complex molecules with potential biological activities. Recent studies have explored its applications in medicinal chemistry, particularly in the development of novel therapeutic agents targeting various diseases.

The compound's significance stems from its ability to act as a building block for the construction of more elaborate chemical structures. The bromine atom at the para position provides a reactive site for further functionalization through cross-coupling reactions, while the trifluoromethoxy group enhances the lipophilicity and metabolic stability of resulting compounds. These properties make 873203-36-2 particularly useful in drug discovery programs where the modulation of physicochemical properties is crucial for optimizing pharmacokinetic profiles.

Recent synthetic methodologies employing 1-Bromo-4-[4-(trifluoromethoxy)phenoxy]benzene have demonstrated its utility in palladium-catalyzed coupling reactions, including Suzuki-Miyaura and Buchwald-Hartwig couplings. These transformations enable the efficient incorporation of the 4-(trifluoromethoxy)phenoxybenzene moiety into diverse molecular scaffolds. Notably, several research groups have utilized this compound in the synthesis of potential kinase inhibitors, where the trifluoromethoxy group appears to play a critical role in target binding and selectivity.

In pharmacological studies, derivatives synthesized from 873203-36-2 have shown promising activity against various biological targets. One notable application is in the development of TRPV1 receptor modulators, where the compound's structural features contribute to enhanced receptor binding affinity. Additionally, its incorporation into fluorescent probes has enabled advanced imaging studies of biological systems, particularly in neuroscience research where the lipophilic nature of the trifluoromethoxy group facilitates blood-brain barrier penetration.

The safety profile and handling considerations of 1-Bromo-4-[4-(trifluoromethoxy)phenoxy]benzene have also been subjects of recent investigations. While the compound demonstrates typical reactivity patterns of aryl bromides, the presence of the electron-withdrawing trifluoromethoxy group modifies its behavior in certain chemical transformations. These studies have provided valuable insights for process chemists working on scale-up procedures for pharmaceutical applications.

Looking forward, the unique properties of 873203-36-2 continue to inspire innovative applications in chemical biology. Current research directions include its incorporation into PROTAC (proteolysis targeting chimera) molecules and its use as a versatile handle for bioconjugation strategies. The compound's combination of synthetic accessibility and favorable physicochemical properties positions it as an important tool in modern drug discovery efforts, particularly in the development of targeted therapies for neurological disorders and cancer.

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