Cas no 1501789-47-4 (Methyl 4,5-dibromo-3-chlorothiophene-2-carboxylate)

Methyl 4,5-dibromo-3-chlorothiophene-2-carboxylate is a halogenated thiophene derivative commonly used as a versatile intermediate in organic synthesis, particularly in the development of pharmaceuticals, agrochemicals, and functional materials. Its key advantages include a highly reactive structure due to the presence of multiple halogen substituents (bromine and chlorine), enabling selective functionalization via cross-coupling or nucleophilic substitution reactions. The ester group further enhances its utility as a precursor for carboxylic acid or amide derivatives. This compound exhibits stability under standard handling conditions, making it suitable for multistep synthetic routes. Its well-defined reactivity profile allows for precise modifications in heterocyclic chemistry applications.
Methyl 4,5-dibromo-3-chlorothiophene-2-carboxylate structure
1501789-47-4 structure
Product Name:Methyl 4,5-dibromo-3-chlorothiophene-2-carboxylate
CAS No:1501789-47-4
MF:C6H3Br2ClO2S
MW:334.412818193436
CID:5084092
PubChem ID:90016741
Update Time:2025-11-03

Methyl 4,5-dibromo-3-chlorothiophene-2-carboxylate Chemical and Physical Properties

Names and Identifiers

    • Methyl 4,5-dibromo-3-chlorothiophene-2-carboxylate
    • E75675
    • RJQBWMPIDVDQQA-UHFFFAOYSA-N
    • BS-46954
    • SCHEMBL15537262
    • MFCD34178751
    • 1501789-47-4
    • SY346600
    • starbld0020756
    • Inchi: 1S/C6H3Br2ClO2S/c1-11-6(10)4-3(9)2(7)5(8)12-4/h1H3
    • InChI Key: RJQBWMPIDVDQQA-UHFFFAOYSA-N
    • SMILES: BrC1=C(SC(C(=O)OC)=C1Cl)Br

Computed Properties

  • Exact Mass: 333.78885g/mol
  • Monoisotopic Mass: 331.79090g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 2
  • Complexity: 192
  • 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: 4.1
  • Topological Polar Surface Area: 54.5

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Additional information on Methyl 4,5-dibromo-3-chlorothiophene-2-carboxylate

Comprehensive Overview of Methyl 4,5-dibromo-3-chlorothiophene-2-carboxylate (CAS No. 1501789-47-4)

Methyl 4,5-dibromo-3-chlorothiophene-2-carboxylate (CAS No. 1501789-47-4) is a specialized organic compound that has garnered significant attention in the fields of pharmaceutical research, agrochemical development, and material science. This thiophene derivative is characterized by its unique molecular structure, which includes bromine and chlorine substituents, making it a valuable intermediate in synthetic chemistry. The compound's carboxylate ester functionality further enhances its reactivity, enabling its use in diverse chemical transformations.

In recent years, the demand for halogenated thiophenes like Methyl 4,5-dibromo-3-chlorothiophene-2-carboxylate has surged due to their applications in the development of advanced materials and bioactive molecules. Researchers are particularly interested in its potential role in organic electronics, where thiophene-based compounds are known for their excellent charge-transport properties. Additionally, its heterocyclic framework makes it a promising candidate for designing novel pharmaceuticals, especially in the context of targeted drug delivery systems.

The synthesis of Methyl 4,5-dibromo-3-chlorothiophene-2-carboxylate typically involves multi-step reactions, including halogenation and esterification processes. Its CAS No. 1501789-47-4 serves as a unique identifier, ensuring precise tracking in chemical databases and regulatory documentation. The compound's molecular stability and solubility in common organic solvents further contribute to its utility in laboratory settings.

From an environmental and sustainability perspective, the use of halogenated compounds like Methyl 4,5-dibromo-3-chlorothiophene-2-carboxylate is often scrutinized. However, advancements in green chemistry have led to more efficient synthesis routes, minimizing waste and energy consumption. This aligns with the growing industry focus on sustainable chemical production, a topic frequently searched by professionals and academics alike.

In the pharmaceutical sector, Methyl 4,5-dibromo-3-chlorothiophene-2-carboxylate is explored for its potential in medicinal chemistry. Its thiophene core is a common motif in drugs targeting central nervous system (CNS) disorders and anti-inflammatory agents. The compound's ability to act as a building block for more complex structures makes it indispensable in drug discovery pipelines.

Another area of interest is the compound's role in agrochemical research. The bromine and chlorine substituents in Methyl 4,5-dibromo-3-chlorothiophene-2-carboxylate contribute to its potential use in developing crop protection agents. With the global push toward sustainable agriculture, researchers are investigating how such compounds can be optimized for low environmental impact while maintaining efficacy.

For those seeking technical details, the physical properties of Methyl 4,5-dibromo-3-chlorothiophene-2-carboxylate include a defined melting point and boiling point, which are critical for handling and storage. Its spectroscopic data, such as NMR and IR spectra, are well-documented, aiding in identification and purity assessment. These attributes are frequently queried in chemical databases and academic literature.

In conclusion, Methyl 4,5-dibromo-3-chlorothiophene-2-carboxylate (CAS No. 1501789-47-4) is a versatile compound with broad applications across multiple industries. Its significance in organic synthesis, material science, and pharmaceutical development underscores its value to researchers and manufacturers. As the scientific community continues to explore its potential, this compound remains a focal point in the quest for innovative chemical solutions.

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