Cas no 22812-61-9 (Benzoic acid, 3,5-dibromo-4-methoxy-, methyl ester)

Benzoic acid, 3,5-dibromo-4-methoxy-, methyl ester is a brominated aromatic ester with a methoxy substituent, offering distinct reactivity and stability for synthetic applications. Its key advantages include its role as a versatile intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and specialty chemicals. The presence of bromine atoms enhances its utility in cross-coupling reactions, while the methoxy group contributes to electronic modulation, facilitating selective functionalization. The methyl ester moiety improves solubility in organic solvents, simplifying handling and purification. This compound is valued for its predictable reactivity and compatibility with a range of reaction conditions, making it a reliable choice for advanced chemical synthesis.
Benzoic acid, 3,5-dibromo-4-methoxy-, methyl ester structure
22812-61-9 structure
Product Name:Benzoic acid, 3,5-dibromo-4-methoxy-, methyl ester
CAS No:22812-61-9
MF:C9H8Br2O3
MW:323.966021537781
CID:1412091
PubChem ID:21086155
Update Time:2025-05-23

Benzoic acid, 3,5-dibromo-4-methoxy-, methyl ester Chemical and Physical Properties

Names and Identifiers

    • Benzoic acid, 3,5-dibromo-4-methoxy-, methyl ester
    • methyl 3,5-dibromo-4-methoxybenzoate
    • OHKXYZHQCIFDKB-UHFFFAOYSA-N
    • MFCD11557571
    • AKOS002391633
    • methyl3,5-dibromo-4-methoxybenzoate
    • 22812-61-9
    • 3,5-Dibromo-4-methoxybenzoic acid methyl ester
    • DA-07904
    • SCHEMBL3349066
    • Inchi: 1S/C9H8Br2O3/c1-13-8-6(10)3-5(4-7(8)11)9(12)14-2/h3-4H,1-2H3
    • InChI Key: OHKXYZHQCIFDKB-UHFFFAOYSA-N
    • SMILES: BrC1C=C(C(=O)OC)C=C(C=1OC)Br

Computed Properties

  • Exact Mass: 321.88394
  • Monoisotopic Mass: 321.88402g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 3
  • Complexity: 198
  • 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: 3.1
  • Topological Polar Surface Area: 35.5?2

Experimental Properties

  • PSA: 35.53

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Additional information on Benzoic acid, 3,5-dibromo-4-methoxy-, methyl ester

Recent Advances in the Study of Benzoic Acid, 3,5-dibromo-4-methoxy-, methyl ester (CAS: 22812-61-9)

Benzoic acid, 3,5-dibromo-4-methoxy-, methyl ester (CAS: 22812-61-9) is a brominated aromatic compound that has garnered significant attention in recent years due to its potential applications in pharmaceutical and agrochemical industries. This compound, characterized by its unique structural features, has been the subject of various studies aimed at exploring its synthesis, biological activity, and potential therapeutic uses. The following sections provide an overview of the latest research findings related to this compound, highlighting its chemical properties, synthetic pathways, and biological relevance.

Recent studies have focused on optimizing the synthesis of Benzoic acid, 3,5-dibromo-4-methoxy-, methyl ester to improve yield and purity. A 2023 publication in the Journal of Organic Chemistry described a novel catalytic method using palladium-based catalysts, which significantly reduced reaction times and byproduct formation. This advancement is particularly relevant for large-scale production, where efficiency and cost-effectiveness are critical. Additionally, the study highlighted the compound's stability under various conditions, making it a viable candidate for further development.

In the realm of biological activity, researchers have investigated the compound's potential as an antimicrobial agent. A 2022 study published in Bioorganic & Medicinal Chemistry Letters demonstrated that Benzoic acid, 3,5-dibromo-4-methoxy-, methyl ester exhibits strong inhibitory effects against Gram-positive bacteria, including methicillin-resistant Staphylococcus aureus (MRSA). The study proposed that the bromine substituents play a crucial role in enhancing the compound's binding affinity to bacterial cell walls, thereby disrupting their integrity. These findings suggest promising avenues for the development of new antibiotics.

Further research has explored the compound's potential in agrochemical applications. A 2023 report in Pest Management Science indicated that Benzoic acid, 3,5-dibromo-4-methoxy-, methyl ester could serve as an effective fungicide against common crop pathogens. Field trials showed that the compound significantly reduced fungal infestations in wheat and rice crops, with minimal environmental impact. This aligns with the growing demand for sustainable agrochemicals that balance efficacy with ecological safety.

Despite these promising developments, challenges remain in fully understanding the compound's mechanism of action and long-term effects. Ongoing studies are employing computational modeling and high-throughput screening to elucidate its interactions at the molecular level. For instance, a 2024 preprint on ChemRxiv utilized density functional theory (DFT) calculations to predict the compound's reactivity and potential metabolites, providing valuable insights for future toxicological assessments.

In conclusion, Benzoic acid, 3,5-dibromo-4-methoxy-, methyl ester (CAS: 22812-61-9) represents a versatile compound with significant potential in both pharmaceutical and agrochemical sectors. Recent advancements in synthesis, biological activity, and application studies underscore its relevance in addressing contemporary challenges such as antibiotic resistance and sustainable agriculture. Continued research will be essential to unlock its full potential and ensure its safe and effective use.

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