Cas no 1229245-20-8 (3-bromo-5-iodo-4-methylbenzoic acid)

3-Bromo-5-iodo-4-methylbenzoic acid is a halogenated benzoic acid derivative with a molecular formula of C?H?BrIO?. This compound features both bromine and iodine substituents on the aromatic ring, along with a methyl group at the 4-position, making it a versatile intermediate in organic synthesis and pharmaceutical research. Its distinct substitution pattern enables selective functionalization, particularly in cross-coupling reactions such as Suzuki or Sonogashira couplings. The carboxylic acid group further enhances its utility as a precursor for esters, amides, or other derivatives. This compound is valued for its structural specificity and potential applications in the development of bioactive molecules or advanced materials. Proper handling and storage are recommended due to its halogenated nature.
3-bromo-5-iodo-4-methylbenzoic acid structure
1229245-20-8 structure
Product Name:3-bromo-5-iodo-4-methylbenzoic acid
CAS No:1229245-20-8
MF:C8H6BrIO2
MW:340.940514087677
MDL:MFCD24114741
CID:2106060
PubChem ID:58170880
Update Time:2025-05-20

3-bromo-5-iodo-4-methylbenzoic acid Chemical and Physical Properties

Names and Identifiers

    • 3-bromo-5-iodo-4-methylbenzoic acid
    • E92815
    • Z1456153987
    • AKOS020050451
    • 1229245-20-8
    • SCHEMBL1071450
    • DA-14008
    • EN300-3004611
    • 3-Bromo-5-iodo-4-methyl-benzoic acid
    • LYVFIZDTOOBDPB-UHFFFAOYSA-N
    • MDL: MFCD24114741
    • Inchi: 1S/C8H6BrIO2/c1-4-6(9)2-5(8(11)12)3-7(4)10/h2-3H,1H3,(H,11,12)
    • InChI Key: LYVFIZDTOOBDPB-UHFFFAOYSA-N
    • SMILES: IC1C=C(C(=O)O)C=C(C=1C)Br

Computed Properties

  • Exact Mass: 339.85959Da
  • Monoisotopic Mass: 339.85959Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 186
  • 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: 3.2
  • Topological Polar Surface Area: 37.3?2

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Additional information on 3-bromo-5-iodo-4-methylbenzoic acid

3-Bromo-5-Iodo-4-Methylbenzoic Acid: A Comprehensive Overview

The compound 3-bromo-5-iodo-4-methylbenzoic acid (CAS No. 1229245-20-8) is a highly specialized aromatic compound with significant potential in various scientific and industrial applications. This compound is characterized by its unique substitution pattern on the benzoic acid backbone, featuring a bromine atom at the 3-position, an iodine atom at the 5-position, and a methyl group at the 4-position. The combination of these substituents imparts distinctive chemical properties, making it a valuable molecule in research and development.

Recent studies have highlighted the importance of 3-bromo-5-iodo-4-methylbenzoic acid in the field of medicinal chemistry. Researchers have explored its role as a building block for constructing bioactive molecules, particularly in the design of novel antibiotics and anticancer agents. The presence of halogen atoms (bromine and iodine) enhances the molecule's reactivity, enabling it to participate in various organic reactions such as nucleophilic aromatic substitution and cross-coupling reactions. These reactions are pivotal in synthesizing complex structures with high therapeutic potential.

In terms of physical properties, 3-bromo-5-iodo-4-methylbenzoic acid exhibits a high melting point due to its strong intermolecular hydrogen bonding capabilities. This characteristic makes it suitable for use in high-performance materials, such as advanced polymers and coatings. Additionally, its solubility in organic solvents facilitates its application in solution-based chemical processes, including chromatography and crystal engineering.

The synthesis of 3-bromo-5-iodo-4-methylbenzoic acid involves a multi-step process that combines traditional organic synthesis techniques with modern catalytic methods. Recent advancements in catalytic chemistry have enabled more efficient and environmentally friendly syntheses, reducing production costs and minimizing waste. For instance, the use of palladium-catalyzed cross-coupling reactions has become a cornerstone in constructing the complex substitution pattern of this molecule.

One of the most promising applications of 3-bromo-5-iodo-4-methylbenzoic acid lies in its potential as an intermediate in drug discovery programs. Its ability to undergo diverse transformations makes it an ideal candidate for exploring new chemical space. For example, researchers have utilized this compound to develop analogs with improved pharmacokinetic profiles, enhancing their suitability for therapeutic use.

Furthermore, 3-bromo-5-iodo-4-methylbenzoic acid has shown promise in materials science, particularly in the development of advanced materials with tailored electronic properties. Its aromatic system and substituent effects contribute to unique electronic characteristics, making it a candidate for applications in organic electronics and optoelectronics.

In conclusion, 3-bromo-5-iodo-4-methylbenzoic acid is a versatile compound with a wide range of applications across multiple disciplines. Its unique chemical structure, combined with recent advancements in synthesis and application techniques, positions it as a valuable tool for researchers and industry professionals alike. As ongoing studies continue to uncover new potentials for this compound, its role in scientific innovation is expected to grow significantly.

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