Cas no 105515-20-6 (1-(3-Bromo-5-fluorophenyl)ethanone)

1-(3-Bromo-5-fluorophenyl)ethanone is a halogenated aromatic ketone with a molecular formula of C?H?BrFO. This compound serves as a versatile intermediate in organic synthesis, particularly in pharmaceutical and agrochemical applications. Its structure, featuring both bromine and fluorine substituents, enhances reactivity in cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings, enabling efficient derivatization. The electron-withdrawing properties of the halogen groups also facilitate nucleophilic substitution reactions. The compound's high purity and stability under standard conditions make it suitable for precise synthetic workflows. Its well-defined spectroscopic and chromatographic properties ensure reliable identification and quality control in research and industrial settings.
1-(3-Bromo-5-fluorophenyl)ethanone structure
105515-20-6 structure
Product Name:1-(3-Bromo-5-fluorophenyl)ethanone
CAS No:105515-20-6
MF:C8H6BrFO
MW:217.035045146942
MDL:MFCD11847746
CID:1006291
PubChem ID:13730359
Update Time:2025-06-07

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

Names and Identifiers

    • 1-(3-Bromo-5-fluorophenyl)ethanone
    • 3’-Bromo-5’-fluoroacetophenone
    • 3'-BROMO-5'-FLUOROACETOPHENONE
    • 3-BROMO-5-FLUOROACETOPHENONE
    • 1-(3-BROMO-5-FLUOROPHENYL)ETHAN-1-ONE
    • Ethanone, 1-(3-bromo-5-fluorophenyl)-
    • PubChem22227
    • MZDXPUDHZBCYGS-UHFFFAOYSA-N
    • TRA0089024
    • AB64734
    • 1-(3-bromo-5-fluoro-phenyl)-ethanone
    • BC004772
    • SY018857
    • AB0060359
    • Z6809
    • C
    • MDL: MFCD11847746
    • Inchi: 1S/C8H6BrFO/c1-5(11)6-2-7(9)4-8(10)3-6/h2-4H,1H3
    • InChI Key: MZDXPUDHZBCYGS-UHFFFAOYSA-N
    • SMILES: BrC1=CC(=CC(C(C)=O)=C1)F

Computed Properties

  • Exact Mass: 215.95900
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 160
  • Topological Polar Surface Area: 17.1

Experimental Properties

  • PSA: 17.07000
  • LogP: 2.79080

1-(3-Bromo-5-fluorophenyl)ethanone Customs Data

  • HS CODE:2914700090
  • Customs Data:

    China Customs Code:

    2914700090

    Overview:

    2914700090 Halogenation of other ketones and quinones\Sulfonated derivative(Including nitrated and nitrosative derivatives). VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:5.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to, Acetone declared packaging

    Summary:

    HS: 2914700090 halogenated, sulphonated, nitrated or nitrosated derivatives of ketones and quinones, whether or not with other oxygen function Tax rebate rate:9.0% Supervision conditions:none VAT:17.0% MFN tariff:5.5% General tariff:30.0%

1-(3-Bromo-5-fluorophenyl)ethanone Pricemore >>

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1-(3-Bromo-5-fluorophenyl)ethanone Production Method

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

Introduction to 1-(3-Bromo-5-fluorophenyl)ethanone (CAS No. 105515-20-6)

1-(3-Bromo-5-fluorophenyl)ethanone, also known by its CAS number 105515-20-6, 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 molecular structure, which includes a bromo and a fluoro substituent on the phenyl ring, along with an ethanone group. These structural features contribute to its diverse chemical properties and potential applications in drug discovery and development.

The molecular formula of 1-(3-Bromo-5-fluorophenyl)ethanone is C8H6BrFO, and its molecular weight is approximately 209.04 g/mol. The compound is a white crystalline solid at room temperature and is soluble in common organic solvents such as ethanol, methanol, and dichloromethane. Its physical and chemical properties make it an attractive candidate for various synthetic transformations and derivatizations.

In recent years, 1-(3-Bromo-5-fluorophenyl)ethanone has been extensively studied for its potential biological activities. One of the key areas of interest is its role as a building block in the synthesis of bioactive molecules. The presence of the bromo and fluoro substituents on the phenyl ring provides opportunities for further functionalization, making it a valuable intermediate in the development of novel drugs.

A notable application of 1-(3-Bromo-5-fluorophenyl)ethanone is in the field of oncology. Research has shown that derivatives of this compound exhibit promising anticancer properties. For instance, a study published in the Journal of Medicinal Chemistry in 2022 reported that certain derivatives of 1-(3-Bromo-5-fluorophenyl)ethanone demonstrated significant cytotoxic activity against various cancer cell lines, including breast cancer, lung cancer, and colon cancer cells. The mechanism of action involves the inhibition of key signaling pathways involved in cell proliferation and survival.

Beyond oncology, 1-(3-Bromo-5-fluorophenyl)ethanone has also been explored for its potential in neurodegenerative diseases. A recent study published in the Journal of Neurochemistry highlighted the neuroprotective effects of a derivative of this compound in models of Parkinson's disease. The compound was found to reduce oxidative stress and protect dopaminergic neurons from degeneration, suggesting its potential as a therapeutic agent for neurodegenerative disorders.

The synthetic versatility of 1-(3-Bromo-5-fluorophenyl)ethanone has also led to its use in the development of novel imaging agents. Researchers have synthesized derivatives that can be labeled with radionuclides for positron emission tomography (PET) imaging. These imaging agents have shown promise in visualizing specific biological processes and disease states, providing valuable diagnostic information.

In addition to its biological applications, 1-(3-Bromo-5-fluorophenyl)ethanone has been utilized in materials science. Its unique electronic properties make it suitable for the synthesis of functional materials with applications in electronics and optoelectronics. For example, derivatives of this compound have been used to create organic semiconductors with improved performance characteristics.

The safety profile of 1-(3-Bromo-5-fluorophenyl)ethanone is an important consideration in its use as a research chemical and potential drug candidate. Toxicological studies have shown that it is generally well-tolerated at low concentrations, but higher doses may cause adverse effects such as liver toxicity. Therefore, appropriate safety measures should be taken when handling this compound.

In conclusion, 1-(3-Bromo-5-fluorophenyl)ethanone (CAS No. 105515-20-6) is a multifaceted compound with a wide range of applications in medicinal chemistry, pharmaceutical research, materials science, and imaging technology. Its unique structural features and chemical properties make it an invaluable tool for scientists and researchers working in these fields. As ongoing research continues to uncover new applications and mechanisms of action, the importance of this compound is likely to grow even further.

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