Cas no 13124-84-0 (5-bromobenzene-1,2,4-tricarboxylic acid)

5-Bromobenzene-1,2,4-tricarboxylic acid is a brominated aromatic tricarboxylic acid derivative with applications in organic synthesis and pharmaceutical intermediates. Its key advantages include a versatile functional group arrangement, combining a bromo substituent with three carboxylic acid groups, enabling selective modifications for complex molecule construction. The bromine atom enhances reactivity in cross-coupling reactions, while the carboxylic acid groups facilitate further derivatization, such as esterification or amidation. This compound is particularly useful in the development of advanced materials, ligands, and active pharmaceutical ingredients (APIs). Its high purity and stability under standard conditions make it a reliable building block for research and industrial applications.
5-bromobenzene-1,2,4-tricarboxylic acid structure
13124-84-0 structure
Product Name:5-bromobenzene-1,2,4-tricarboxylic acid
CAS No:13124-84-0
MF:C9H5BrO6
MW:289.036402463913
MDL:MFCD02647351
CID:1228218
PubChem ID:1515655
Update Time:2025-06-23

5-bromobenzene-1,2,4-tricarboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 1,2,4-Benzenetricarboxylic acid, 5-bromo-
    • 5-bromobenzene-1,2,4-tricarboxylic acid
    • DTXSID50363950
    • 5-Bromo-1,2,4-benzenetricarboxylic acid
    • STK676852
    • OXNVDGZIMMCMTP-UHFFFAOYSA-N
    • SCHEMBL17890434
    • DB-413522
    • EN300-3366117
    • 13124-84-0
    • AKOS005594596
    • 5-bromotrimellitic acid
    • MDL: MFCD02647351
    • Inchi: 1S/C9H5BrO6/c10-6-2-4(8(13)14)3(7(11)12)1-5(6)9(15)16/h1-2H,(H,11,12)(H,13,14)(H,15,16)
    • InChI Key: OXNVDGZIMMCMTP-UHFFFAOYSA-N
    • SMILES: BrC1=CC(C(=O)O)=C(C(=O)O)C=C1C(=O)O

Computed Properties

  • Exact Mass: 287.92685
  • Monoisotopic Mass: 287.927
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 3
  • Complexity: 328
  • 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: 1.2
  • Topological Polar Surface Area: 112?2

Experimental Properties

  • PSA: 111.9

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5-bromobenzene-1,2,4-tricarboxylic acid Related Literature

Additional information on 5-bromobenzene-1,2,4-tricarboxylic acid

Professional Introduction to 5-bromobenzene-1,2,4-tricarboxylic acid (CAS No. 13124-84-0)

5-bromobenzene-1,2,4-tricarboxylic acid, with the chemical formula C?H?BrO? and CAS number 13124-84-0, is a specialized organic compound that has garnered significant attention in the field of pharmaceutical chemistry and material science. This tricarboxylic acid derivative features a bromine substituent at the para position relative to one of the carboxylic acid groups, making it a versatile intermediate for synthesizing complex molecules. Its unique structural motif—combining a brominated aromatic ring with multiple carboxylic acid functionalities—has positioned it as a valuable building block in the development of novel therapeutic agents and advanced materials.

The compound’s significance is further underscored by its role in medicinal chemistry, where it serves as a precursor for designing molecules with potential biological activity. The presence of three carboxylic acid groups allows for diverse functionalization strategies, enabling chemists to tailor the compound’s properties for specific applications. Recent studies have highlighted its utility in constructing heterocyclic scaffolds, which are prevalent in many biologically active drugs. For instance, derivatives of 5-bromobenzene-1,2,4-tricarboxylic acid have been explored as intermediates in the synthesis of inhibitors targeting enzymes involved in inflammatory pathways.

In material science, the compound’s ability to form stable coordination complexes with metal ions has led to investigations into its applications as a ligand or cross-linking agent. Researchers have demonstrated its effectiveness in generating metal-organic frameworks (MOFs) with tailored porosity and selectivity, which could revolutionize gas storage and separation technologies. The bromine atom in 5-bromobenzene-1,2,4-tricarboxylic acid also facilitates further modifications via Suzuki-Miyaura cross-coupling reactions, broadening its synthetic utility.

Recent advancements in computational chemistry have further illuminated the potential of this compound. Molecular modeling studies suggest that derivatives of 5-bromobenzene-1,2,4-tricarboxylic acid can exhibit potent binding interactions with biological targets due to their rigid aromatic core and multiple hydrogen bonding sites. These insights have guided experimental efforts toward optimizing drug-like properties such as solubility and metabolic stability. Additionally, green chemistry approaches have been employed to improve the sustainability of its synthesis, reducing waste and energy consumption while maintaining high yields.

The pharmaceutical industry has been particularly interested in exploring analogs of 5-bromobenzene-1,2,4-tricarboxylic acid for their potential as antiviral and anticancer agents. Preliminary data indicate that certain derivatives disrupt critical cellular processes by inhibiting key enzymes or interfering with DNA replication. While clinical trials are still in early stages, these findings underscore the compound’s promise as a lead structure for future drug development. The growing body of research underscores its importance as a cornerstone in modern synthetic and medicinal chemistry.

From an industrial perspective, the production of 5-bromobenzene-1,2,4-tricarboxylic acid (CAS No. 13124-84-0) has been refined to meet the demands of both academic and commercial applications. Advances in catalytic processes have enabled more efficient bromination and carboxylation steps, reducing costs and improving scalability. Furthermore, regulatory compliance ensures that its synthesis adheres to stringent safety standards while minimizing environmental impact.

The compound’s versatility extends beyond pharmaceuticals into agrochemicals and specialty chemicals. Researchers have investigated its use as a precursor for herbicides and fungicides due to its ability to chelate metal ions that are essential for plant pathogens or pests. This dual functionality makes it an attractive candidate for developing environmentally friendly crop protection agents.

Looking ahead, the future directions for research on 5-bromobenzene-1,2,4-tricarboxylic acid are promising. Innovations in biocatalysis may unlock new synthetic pathways that enhance its accessibility while preserving its reactivity. Additionally, interdisciplinary collaborations between chemists and biologists could uncover novel applications that were previously unexplored.

In conclusion,5-bromobenzene-1,2,4-tricarboxylic acid (CAS No. 13124-84-0) represents a cornerstone compound in modern chemistry with far-reaching implications across multiple industries. Its unique structural features make it indispensable for constructing complex molecules with significant biological activity or material properties. As research continues to uncover new possibilities for this versatile intermediate,5-bromobenzene-1,2,4-tricarboxylic acid is poised to remain at the forefront of innovation.

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