Cas no 3286-93-9 ((5-Bromo-2-hydroxy-4-methoxyphenyl)(phenyl)methanone)

(5-Bromo-2-hydroxy-4-methoxyphenyl)(phenyl)methanone is a brominated aromatic ketone derivative with a molecular formula of C??H??BrO?. This compound features a methoxy and hydroxyl substitution on the phenyl ring, enhancing its reactivity in synthetic applications. Its structural properties make it a valuable intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and specialty chemicals. The bromine substituent offers a reactive site for further functionalization via cross-coupling reactions, while the hydroxyl and methoxy groups contribute to its solubility and stability. This product is characterized by high purity and consistent performance, making it suitable for research and industrial-scale applications requiring precise molecular modifications.
(5-Bromo-2-hydroxy-4-methoxyphenyl)(phenyl)methanone structure
3286-93-9 structure
Product Name:(5-Bromo-2-hydroxy-4-methoxyphenyl)(phenyl)methanone
CAS No:3286-93-9
MF:C14H11BrO3
MW:307.139343500137
CID:311595
PubChem ID:76781
Update Time:2025-06-26

(5-Bromo-2-hydroxy-4-methoxyphenyl)(phenyl)methanone Chemical and Physical Properties

Names and Identifiers

    • (5-Bromo-2-hydroxy-4-methoxyphenyl)(phenyl)methanone
    • (5-bromo-2-hydroxy-4-methoxyphenyl)-phenylmethanone
    • 5-BROMO-2-HYDROXY-4-METHOXYBENZOPHENONE
    • Methanone,(5-bromo-2-hydroxy-4-methoxyphenyl)phenyl-
    • EINECS 221-938-9
    • F2QXC24TKZ
    • AKOS015962279
    • 2-Hydroxy-4-methoxy-5-bromobenzophenone
    • A821476
    • (5-bromo-2-hydroxy-4-methoxyphenyl)phenylmethanone
    • Methanone, (5-bromo-2-hydroxy-4-methoxyphenyl)phenyl-
    • AC-16332
    • SCHEMBL6269975
    • FT-0634758
    • DTXSID60186516
    • NS00029371
    • Benzophenone, 5-bromo-2-hydroxy-4-methoxy-
    • 3286-93-9
    • Inchi: 1S/C14H11BrO3/c1-18-13-8-12(16)10(7-11(13)15)14(17)9-5-3-2-4-6-9/h2-8,16H,1H3
    • InChI Key: QUHNPDOXVFJYCS-UHFFFAOYSA-N
    • SMILES: BrC1C(=CC(=C(C=1)C(C1C=CC=CC=1)=O)O)OC

Computed Properties

  • Exact Mass: 305.98900
  • Monoisotopic Mass: 305.98916g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 3
  • Complexity: 289
  • 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: 4.1
  • Topological Polar Surface Area: 46.5?2

Experimental Properties

  • PSA: 46.53000
  • LogP: 3.39430

(5-Bromo-2-hydroxy-4-methoxyphenyl)(phenyl)methanone 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%

(5-Bromo-2-hydroxy-4-methoxyphenyl)(phenyl)methanone Pricemore >>

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Additional information on (5-Bromo-2-hydroxy-4-methoxyphenyl)(phenyl)methanone

Introduction to (5-Bromo-2-hydroxy-4-methoxyphenyl)(phenyl)methanone and Its Significance in Modern Chemical Research

Chemical compounds play a pivotal role in the advancement of pharmaceuticals, agrochemicals, and materials science. Among these, (5-Bromo-2-hydroxy-4-methoxyphenyl)(phenyl)methanone, with the CAS number 3286-93-9, has garnered significant attention due to its versatile applications and structural properties. This compound, characterized by its aromatic structure and functional groups, serves as a crucial intermediate in the synthesis of various bioactive molecules. Understanding its chemical profile, synthesis methods, and emerging applications is essential for researchers and industry professionals alike.

The molecular structure of (5-Bromo-2-hydroxy-4-methoxyphenyl)(phenyl)methanone consists of a benzene ring substituted with a bromine atom at the 5-position, a hydroxyl group at the 2-position, and a methoxy group at the 4-position. Additionally, it is linked to another phenyl group through a carbonyl bond. This unique arrangement of functional groups makes it a valuable building block for further chemical modifications. The presence of both electron-donating (methoxy) and electron-withdrawing (bromine) groups enhances its reactivity, allowing for diverse synthetic pathways.

In recent years, the pharmaceutical industry has shown increasing interest in developing novel therapeutic agents derived from aromatic ketones. (5-Bromo-2-hydroxy-4-methoxyphenyl)(phenyl)methanone has been identified as a key precursor in the synthesis of several pharmacologically active compounds. Its structural features make it an excellent candidate for exploring new drug candidates targeting various diseases. For instance, studies have demonstrated its potential in the development of anti-inflammatory and anticancer agents. The bromine substituent, in particular, provides a handle for further functionalization via cross-coupling reactions, such as Suzuki-Miyaura coupling, which is widely used in medicinal chemistry.

The synthesis of (5-Bromo-2-hydroxy-4-methoxyphenyl)(phenyl)methanone involves multiple steps, each requiring precise control to ensure high yield and purity. One common synthetic route begins with the bromination of 2-hydroxy-4-methoxybenzophenone using bromine or N-bromosuccinimide (NBS). This step introduces the bromine atom at the 5-position of the benzene ring. Subsequent reactions may include methylation or other functional group transformations to achieve the desired structure. Advanced techniques such as catalytic hydrogenation or oxidation can also be employed to modify specific parts of the molecule.

The significance of this compound extends beyond pharmaceutical applications. In materials science, derivatives of (5-Bromo-2-hydroxy-4-methoxyphenyl)(phenyl)methanone have been explored for their potential use in organic electronics and photovoltaic devices. The aromatic system and conjugated double bonds contribute to its electronic properties, making it suitable for applications in light-emitting diodes (LEDs) and organic photovoltaics (OPVs). Researchers are investigating ways to optimize its performance by tuning its molecular structure through strategic substitutions.

Recent advancements in computational chemistry have also highlighted the importance of (5-Bromo-2-hydroxy-4-methoxyphenyl)(phenyl)methanone in drug discovery. Molecular modeling studies have revealed its binding interactions with target proteins, providing insights into its potential as an inhibitor or activator. These computational approaches complement traditional experimental methods by predicting how modifications to the molecule might affect its biological activity. Such simulations are invaluable in guiding synthetic efforts towards more effective drug candidates.

The environmental impact of synthesizing and using (5-Bromo-2-hydroxy-4-methoxyphenyl)(phenyl)methanone is another critical consideration. Efforts are being made to develop greener synthetic routes that minimize waste and reduce energy consumption. Catalytic processes and solvent-free reactions are being explored as alternatives to traditional methods. Additionally, biodegradability studies are being conducted to assess the environmental footprint of this compound and its derivatives.

In conclusion, (5-Bromo-2-hydroxy-4-methoxyphenyl)(phenyl)methanone represents a fascinating compound with broad applications in pharmaceuticals and materials science. Its unique structural features make it a versatile intermediate for synthesizing bioactive molecules and advanced materials. As research continues to uncover new possibilities for this compound, its role in addressing global challenges will likely expand further.

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