Cas no 750633-66-0 (3-Bromo-3'-methoxybenzophenone)

3-Bromo-3'-methoxybenzophenone is a brominated benzophenone derivative featuring a methoxy substituent at the 3' position. This compound serves as a versatile intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and specialty materials. The bromine moiety enhances reactivity for further functionalization via cross-coupling reactions, while the methoxy group contributes to electronic modulation, influencing the compound's binding or catalytic properties. Its well-defined structure and stability under standard conditions make it suitable for controlled transformations in complex synthetic pathways. The product is typically characterized by high purity, ensuring reproducibility in research and industrial applications.
3-Bromo-3'-methoxybenzophenone structure
750633-66-0 structure
Product Name:3-Bromo-3'-methoxybenzophenone
CAS No:750633-66-0
MF:C14H11BrO2
MW:291.139943361282
MDL:MFCD01311561
CID:870792
PubChem ID:2757030
Update Time:2025-10-18

3-Bromo-3'-methoxybenzophenone Chemical and Physical Properties

Names and Identifiers

    • (3-bromophenyl)(3-methoxyphenyl)methanone
    • (3-bromophenyl)-(3-methoxyphenyl)methanone
    • 3-Bromo-3'-methoxybenzophenone
    • MFCD01311561
    • DTXSID00373706
    • YJQLWOJNDBFINH-UHFFFAOYSA-N
    • 750633-66-0
    • AKOS010016309
    • SCHEMBL4238012
    • MDL: MFCD01311561
    • Inchi: 1S/C14H11BrO2/c1-17-13-7-3-5-11(9-13)14(16)10-4-2-6-12(15)8-10/h2-9H,1H3
    • InChI Key: YJQLWOJNDBFINH-UHFFFAOYSA-N
    • SMILES: BrC1=CC=CC(=C1)C(C1C=CC=C(C=1)OC)=O

Computed Properties

  • Exact Mass: 289.99400
  • Monoisotopic Mass: 289.99424g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 3
  • Complexity: 267
  • 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: 4.2
  • Topological Polar Surface Area: 26.3?2

Experimental Properties

  • PSA: 26.30000
  • LogP: 3.68870

3-Bromo-3'-methoxybenzophenone 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%

3-Bromo-3'-methoxybenzophenone Pricemore >>

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Additional information on 3-Bromo-3'-methoxybenzophenone

Professional Introduction to 3-Bromo-3'-methoxybenzophenone (CAS No. 750633-66-0)

3-Bromo-3'-methoxybenzophenone, with the chemical formula C13H9BrO2, is a brominated aromatic ketone that has garnered significant attention in the field of organic synthesis and pharmaceutical chemistry. This compound, identified by its CAS number 750633-66-0, serves as a versatile intermediate in the preparation of various bioactive molecules, including pharmacophores and functional materials. Its unique structural features—comprising a bromine substituent at the 3-position and a methoxy group at the 3'-position of a benzophenone core—make it a valuable building block for further chemical modifications.

The benzophenone scaffold is well-documented for its role in medicinal chemistry, particularly in the development of photosensitizers, antimicrobial agents, and anti-inflammatory drugs. The introduction of halogen atoms, such as bromine, into this framework enhances its reactivity, enabling diverse synthetic pathways such as cross-coupling reactions, nucleophilic substitutions, and metal-catalyzed transformations. This reactivity has been leveraged in recent years to develop novel therapeutic agents targeting various diseases.

In recent years, 3-Bromo-3'-methoxybenzophenone has been explored in the synthesis of small-molecule inhibitors for enzymes involved in cancer metabolism. For instance, studies have demonstrated its utility in generating benzophenone derivatives that modulate the activity of tyrosine kinases, which are pivotal in signal transduction pathways associated with tumor growth and progression. The bromine atom at the 3-position allows for palladium-catalyzed coupling reactions with aryl halides or boronic acids, facilitating the construction of more complex structures with potential anticancer properties.

Moreover, the methoxy group at the 3'-position imparts electronic and steric effects that can influence the binding affinity of benzophenone derivatives to biological targets. This has been exploited in the design of photodynamic therapy (PDT) agents, where 3-Bromo-3'-methoxybenzophenone serves as a precursor for photosensitizer molecules capable of generating reactive oxygen species upon light irradiation. Such compounds hold promise for treating localized malignancies and inflammatory conditions.

The compound’s role in material science is equally noteworthy. Researchers have utilized 3-Bromo-3'-methoxybenzophenone to synthesize organic semiconductors and light-emitting diodes (OLEDs). The bromine substituent facilitates polymerization reactions, leading to conjugated polymers with tunable optoelectronic properties. These materials are integral to advancements in flexible electronics and display technologies.

Recent advancements in green chemistry have also highlighted 3-Bromo-3'-methoxybenzophenone as a sustainable intermediate. Catalytic methods employing palladium or nickel have been developed to minimize waste and improve yields during its synthesis. Such innovations align with global efforts to promote environmentally friendly chemical processes.

In conclusion, 3-Bromo-3'-methoxybenzophenone (CAS No. 750633-66-0) is a multifaceted compound with broad applications across pharmaceuticals and materials science. Its structural versatility and reactivity make it indispensable in synthetic chemistry, while its potential in drug discovery and advanced materials underscores its importance in modern research. As methodologies for its production and application continue to evolve, this compound is poised to remain at the forefront of scientific innovation.

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