Cas no 1379358-71-0 (2-Bromo-1-(3-bromo-5-fluorophenyl)ethanone)

2-Bromo-1-(3-bromo-5-fluorophenyl)ethanone is a brominated and fluorinated aromatic ketone with applications in organic synthesis and pharmaceutical intermediates. Its key structural features include two bromine substituents and a fluorine atom, enhancing its reactivity in nucleophilic substitution and cross-coupling reactions. The compound is particularly useful in the preparation of heterocyclic compounds and bioactive molecules due to its electrophilic carbonyl group and halogenated aromatic ring. Its stability under controlled conditions and high purity make it suitable for precise synthetic applications. Researchers value this compound for its versatility in constructing complex molecular frameworks, particularly in medicinal chemistry and materials science. Proper handling is required due to its potential lachrymatory properties.
2-Bromo-1-(3-bromo-5-fluorophenyl)ethanone structure
1379358-71-0 structure
Product Name:2-Bromo-1-(3-bromo-5-fluorophenyl)ethanone
CAS No:1379358-71-0
MF:C8H5Br2FO
MW:295.931104421616
CID:2156653
Update Time:2025-10-29

2-Bromo-1-(3-bromo-5-fluorophenyl)ethanone Chemical and Physical Properties

Names and Identifiers

    • 2-Bromo-5-bromo-3-fluoroacetophenone
    • 2-bromo-5'-bromo-3'-fluoroacetophenone
    • 3-Bromo-5-fluorophenacyl bromide
    • 2-bromo-1-(3-bromo-5-fluorophenyl)ethan-1-one
    • 2-Bromo-1-(3-bromo-5-fluorophenyl)ethanone
    • Inchi: 1S/C8H5Br2FO/c9-4-8(12)5-1-6(10)3-7(11)2-5/h1-3H,4H2
    • InChI Key: JKNRDYWQTSSXMB-UHFFFAOYSA-N
    • SMILES: BrC1=CC(=CC(C(CBr)=O)=C1)F

Computed Properties

  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 2
  • Complexity: 174
  • Topological Polar Surface Area: 17.1

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Additional information on 2-Bromo-1-(3-bromo-5-fluorophenyl)ethanone

Comprehensive Guide to 2-Bromo-1-(3-bromo-5-fluorophenyl)ethanone (CAS No. 1379358-71-0): Properties, Applications, and Market Insights

2-Bromo-1-(3-bromo-5-fluorophenyl)ethanone (CAS No. 1379358-71-0) is a specialized organic compound widely used in pharmaceutical and agrochemical research. This brominated and fluorinated aromatic ketone serves as a crucial intermediate in the synthesis of bioactive molecules. Its unique structural features, including the presence of both bromine and fluorine substituents, make it particularly valuable for designing compounds with enhanced biological activity and metabolic stability.

The growing demand for halogenated aromatic compounds in drug discovery has significantly increased interest in 2-Bromo-1-(3-bromo-5-fluorophenyl)ethanone. Researchers frequently search for "CAS 1379358-71-0 applications" or "2-Bromo-1-(3-bromo-5-fluorophenyl)ethanone synthesis," reflecting its importance in modern medicinal chemistry. The compound's ability to serve as a building block for fluorinated pharmaceuticals aligns with current trends in drug development, where fluorine incorporation improves drug potency and pharmacokinetic properties.

From a chemical perspective, 2-Bromo-1-(3-bromo-5-fluorophenyl)ethanone demonstrates interesting reactivity patterns due to its electron-withdrawing substituents. The bromo groups at positions 1 and 3 of the phenyl ring, combined with the fluoro substituent at position 5, create an electron-deficient aromatic system that influences its behavior in various chemical transformations. This makes it particularly useful in cross-coupling reactions and nucleophilic aromatic substitutions, common queries among synthetic chemists.

The pharmaceutical industry extensively utilizes CAS 1379358-71-0 in developing kinase inhibitors and other targeted therapies. Recent searches for "fluorinated drug intermediates" and "brominated aromatic ketones in medicine" highlight the compound's relevance in developing treatments for cancer and inflammatory diseases. Its structural motif appears in several investigational drugs currently in clinical trials, particularly those targeting protein-protein interactions.

In material science applications, 2-Bromo-1-(3-bromo-5-fluorophenyl)ethanone serves as a precursor for advanced materials with unique electronic properties. The combination of bromine and fluorine substituents allows for precise tuning of material characteristics, making it valuable in organic electronics and liquid crystal development. Researchers investigating "halogenated aromatic compounds for OLEDs" often encounter this versatile building block.

The synthesis of 2-Bromo-1-(3-bromo-5-fluorophenyl)ethanone typically involves bromination and Friedel-Crafts acylation of appropriately substituted benzene derivatives. Modern synthetic approaches focus on improving yield and selectivity, addressing common search queries like "optimized synthesis of CAS 1379358-71-0." Recent advancements in catalytic systems have made the production of this compound more efficient and environmentally friendly.

Analytical characterization of 2-Bromo-1-(3-bromo-5-fluorophenyl)ethanone presents specific challenges due to its halogen-rich structure. Techniques such as NMR spectroscopy (particularly 19F NMR) and mass spectrometry are essential for quality control, as indicated by frequent searches for "characterization of bromo-fluoro aromatic ketones." The compound's distinct spectral signatures facilitate its identification in complex reaction mixtures.

Market trends show increasing demand for CAS 1379358-71-0, driven by expanding applications in life sciences and materials research. Suppliers often receive inquiries about "bulk availability of 2-Bromo-1-(3-bromo-5-fluorophenyl)ethanone" and "custom synthesis services." The compound's stability and relatively straightforward handling contribute to its popularity as a research chemical compared to more sensitive halogenated compounds.

Environmental and safety considerations for 2-Bromo-1-(3-bromo-5-fluorophenyl)ethanone follow standard protocols for handling aromatic bromo-compounds. While not classified as highly hazardous, proper precautions are necessary during synthesis and handling, as reflected in searches for "safe handling of brominated aromatic ketones." The compound's environmental fate and biodegradation pathways remain active areas of investigation.

Future research directions for 2-Bromo-1-(3-bromo-5-fluorophenyl)ethanone include exploring its potential in green chemistry applications and developing more sustainable synthetic routes. The compound's versatility ensures its continued importance in organic synthesis, with emerging interest in "catalytic approaches to halogenated aromatics" and "flow chemistry applications." As pharmaceutical research increasingly focuses on fluorinated compounds, the demand for this intermediate is expected to grow substantially.

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