Cas no 204849-21-8 (Benzoic acid, 3-bromo-2,5-dimethoxy-, methyl ester)

Benzoic acid, 3-bromo-2,5-dimethoxy-, methyl ester is a brominated and methoxylated aromatic ester with potential utility as an intermediate in organic synthesis. The presence of electron-donating methoxy groups and an electron-withdrawing bromine substituent on the aromatic ring enhances its reactivity in electrophilic and nucleophilic transformations. This compound may serve as a versatile building block for the preparation of more complex molecules, particularly in pharmaceutical and agrochemical research. Its ester functionality allows for further derivatization, while the bromine atom offers a handle for cross-coupling reactions. The methoxy groups can influence regioselectivity in subsequent synthetic steps. Proper handling is advised due to potential reactivity of the bromine substituent.
Benzoic acid, 3-bromo-2,5-dimethoxy-, methyl ester structure
204849-21-8 structure
Product Name:Benzoic acid, 3-bromo-2,5-dimethoxy-, methyl ester
CAS No:204849-21-8
MF:C10H11BrO4
MW:275.095942735672
CID:1393835
PubChem ID:11043997
Update Time:2025-05-20

Benzoic acid, 3-bromo-2,5-dimethoxy-, methyl ester Chemical and Physical Properties

Names and Identifiers

    • Benzoic acid, 3-bromo-2,5-dimethoxy-, methyl ester
    • methyl 3-bromo-2,5-dimethoxybenzoate
    • DTXSID40453157
    • 204849-21-8
    • EN300-4311529
    • 3-BROMO-2,5-DIMETHOXY-BENZOIC ACID METHYL ESTER
    • SCHEMBL5240714
    • Z293451952
    • AKOS005151338
    • ACAWWZKFZMGWPT-UHFFFAOYSA-N
    • Inchi: 1S/C10H11BrO4/c1-13-6-4-7(10(12)15-3)9(14-2)8(11)5-6/h4-5H,1-3H3
    • InChI Key: ACAWWZKFZMGWPT-UHFFFAOYSA-N
    • SMILES: BrC1=CC(=CC(C(=O)OC)=C1OC)OC

Computed Properties

  • Exact Mass: 273.98403
  • Monoisotopic Mass: 273.98407g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 4
  • Complexity: 222
  • 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: 2.4
  • Topological Polar Surface Area: 44.8?2

Experimental Properties

  • PSA: 44.76

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Additional information on Benzoic acid, 3-bromo-2,5-dimethoxy-, methyl ester

Comprehensive Overview of Benzoic acid, 3-bromo-2,5-dimethoxy-, methyl ester (CAS No. 204849-21-8)

Benzoic acid, 3-bromo-2,5-dimethoxy-, methyl ester (CAS No. 204849-21-8) is a specialized organic compound that has garnered significant attention in the fields of pharmaceuticals, agrochemicals, and material science. This ester derivative of benzoic acid features a unique bromine and methoxy substitution pattern, making it a valuable intermediate in synthetic chemistry. Researchers and industry professionals often search for terms like "3-bromo-2,5-dimethoxybenzoic acid methyl ester synthesis" or "applications of brominated benzoic acid esters," highlighting its relevance in modern chemical research.

The compound's molecular structure consists of a benzoic acid backbone with a bromine atom at the 3-position and methoxy groups at the 2- and 5-positions, esterified with a methyl group. This configuration imparts distinct electronic and steric properties, which are crucial for its reactivity and applications. Recent trends in green chemistry have spurred interest in "sustainable synthesis of halogenated aromatics," positioning Benzoic acid, 3-bromo-2,5-dimethoxy-, methyl ester as a candidate for eco-friendly catalytic processes.

In pharmaceutical research, Benzoic acid, 3-bromo-2,5-dimethoxy-, methyl ester serves as a key building block for drug discovery. Its bromine moiety allows for further functionalization via cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings, which are frequently searched topics in organic chemistry forums. The compound's potential in developing "novel bioactive molecules" aligns with the growing demand for targeted therapies and personalized medicine.

Agrochemical applications of Benzoic acid, 3-bromo-2,5-dimethoxy-, methyl ester include its use as an intermediate in the synthesis of herbicides and fungicides. With increasing global focus on "crop protection chemicals" and "sustainable agriculture," this compound's role in developing next-generation agrochemicals is noteworthy. Its structural features contribute to the stability and efficacy of active ingredients, addressing challenges like pest resistance.

Material scientists explore Benzoic acid, 3-bromo-2,5-dimethoxy-, methyl ester for its potential in polymer modification and advanced material design. The bromine atom offers a site for polymerization or grafting reactions, relevant to queries like "halogenated aromatic monomers" and "functionalized polymers." These applications are particularly significant in electronics and coatings industries, where performance materials are in high demand.

Analytical characterization of Benzoic acid, 3-bromo-2,5-dimethoxy-, methyl ester typically involves techniques such as NMR spectroscopy, mass spectrometry, and HPLC, which are common search terms among chemists. The compound's spectral data is crucial for quality control and research validation, supporting reproducibility in synthetic workflows. Recent advancements in "analytical method development" have further enhanced its characterization protocols.

The market for Benzoic acid, 3-bromo-2,5-dimethoxy-, methyl ester reflects broader trends in fine chemicals, with growing demand from Asia-Pacific regions. Industry reports often highlight "specialty chemical market growth" and "custom synthesis opportunities," where this compound plays a niche but important role. Manufacturers focus on scalable production methods to meet research and industrial needs while maintaining high purity standards.

Safety and handling of Benzoic acid, 3-bromo-2,5-dimethoxy-, methyl ester follow standard laboratory protocols for organic compounds. While not classified as hazardous under normal conditions, proper storage and handling are essential, as with all chemicals. This aligns with frequent searches for "chemical safety best practices" and "lab handling guidelines" among professionals and students alike.

Future research directions for Benzoic acid, 3-bromo-2,5-dimethoxy-, methyl ester may explore its catalytic applications or biological activities. The compound's versatility makes it a subject of ongoing investigation, particularly in contexts like "catalysis with halogenated compounds" and "structure-activity relationships." These areas represent exciting frontiers in molecular design and functional material development.

In summary, Benzoic acid, 3-bromo-2,5-dimethoxy-, methyl ester (CAS No. 204849-21-8) stands as a multifaceted compound with wide-ranging applications. Its unique structure and reactivity profile continue to inspire innovation across chemical disciplines, addressing contemporary challenges in healthcare, agriculture, and technology. As research evolves, this compound will likely maintain its relevance in advancing scientific and industrial progress.

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