Cas no 186521-81-3 (2-Thiophenecarboxylic acid, 5-bromo-4-methyl-, ethyl ester)

2-Thiophenecarboxylic acid, 5-bromo-4-methyl-, ethyl ester is a brominated thiophene derivative with a methyl substituent at the 4-position and an ethyl ester functional group. This compound is primarily used as an intermediate in organic synthesis, particularly in the development of pharmaceuticals, agrochemicals, and specialty chemicals. The presence of both bromine and methyl groups enhances its reactivity, making it valuable for cross-coupling reactions and further functionalization. The ethyl ester moiety improves solubility in organic solvents, facilitating its use in various synthetic applications. Its well-defined structure and high purity make it suitable for precise chemical modifications in research and industrial settings.
2-Thiophenecarboxylic acid, 5-bromo-4-methyl-, ethyl ester structure
186521-81-3 structure
Product Name:2-Thiophenecarboxylic acid, 5-bromo-4-methyl-, ethyl ester
CAS No:186521-81-3
MF:C8H9BrO2S
MW:249.124860525131
CID:3832666
PubChem ID:11644483
Update Time:2025-10-20

2-Thiophenecarboxylic acid, 5-bromo-4-methyl-, ethyl ester Chemical and Physical Properties

Names and Identifiers

    • 2-Thiophenecarboxylic acid, 5-bromo-4-methyl-, ethyl ester
    • ETHYL 5-BROMO-4-METHYL-2-THIOPHENECARBOXYLATE
    • 186521-81-3
    • CS-0136808
    • 2-Bromo-3-methyl-thiophene-5-carboxylic acid ethyl ester
    • ethyl 5-bromo-4-methylthiophene-2-carboxylate
    • SCHEMBL6739730
    • VSBONPDAWGFCKG-UHFFFAOYSA-N
    • Ethyl 5-bromo-4-methyl-thiophene-2-carboxylate
    • E79657
    • AKOS018545738
    • Inchi: 1S/C8H9BrO2S/c1-3-11-8(10)6-4-5(2)7(9)12-6/h4H,3H2,1-2H3
    • InChI Key: VSBONPDAWGFCKG-UHFFFAOYSA-N
    • SMILES: BrC1=C(C)C=C(C(=O)OCC)S1

Computed Properties

  • Exact Mass: 247.95066g/mol
  • Monoisotopic Mass: 247.95066g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 3
  • Complexity: 174
  • 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: 3.5
  • Topological Polar Surface Area: 54.5?2

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Additional information on 2-Thiophenecarboxylic acid, 5-bromo-4-methyl-, ethyl ester

2-Thiophenecarboxylic Acid, 5-Bromo-4-Methyl-, Ethyl Ester (CAS No. 186521-81-3)

The compound 2-Thiophenecarboxylic Acid, 5-Bromo-4-Methyl-, Ethyl Ester (CAS No. 186521-81-3) is a significant organic compound with a diverse range of applications in the fields of organic synthesis, pharmaceuticals, and material science. This compound is characterized by its thiophene ring structure, which is a five-membered aromatic heterocycle containing one sulfur atom. The presence of the bromine and methyl substituents at positions 5 and 4, respectively, along with the ethyl ester group at position 2, imparts unique chemical properties that make it highly versatile in various chemical reactions.

Recent advancements in synthetic chemistry have highlighted the importance of thiophene derivatives like 2-Thiophenecarboxylic Acid, 5-Bromo-4-Methyl-, Ethyl Ester in the development of advanced materials. For instance, researchers have explored the use of this compound as a precursor for synthesizing conductive polymers, which are widely used in electronic devices such as flexible displays and sensors. The bromine substituent in this compound plays a crucial role in facilitating nucleophilic aromatic substitution reactions, enabling the incorporation of functional groups that enhance the electronic properties of the resulting materials.

In the pharmaceutical industry, 2-Thiophenecarboxylic Acid, 5-Bromo-4-Methyl-, Ethyl Ester has been utilized as an intermediate in the synthesis of bioactive molecules. Its ability to undergo various transformations, such as hydrolysis to yield carboxylic acids or further esterification to form more complex structures, makes it an invaluable building block for drug discovery. Recent studies have demonstrated its potential as a lead compound for developing anti-inflammatory and anticancer agents due to its unique interaction with biological systems.

The synthesis of 2-Thiophenecarboxylic Acid, 5-Bromo-4-Methyl-, Ethyl Ester involves a series of well-established organic reactions. Typically, it is prepared through the bromination of a methyl-substituted thiophene derivative followed by esterification at the carboxylic acid position. The use of microwave-assisted synthesis has been reported to significantly improve the reaction efficiency and yield of this compound compared to traditional methods. This highlights the importance of modern synthetic techniques in optimizing the production of such compounds for industrial applications.

From an environmental perspective, understanding the degradation pathways and toxicity profiles of 2-Thiophenecarboxylic Acid, 5-Bromo-4-Methyl-, Ethyl Ester is crucial for ensuring its safe handling and disposal. Recent eco-toxicological studies have shown that this compound exhibits low acute toxicity to aquatic organisms under controlled laboratory conditions. However, further research is needed to assess its long-term effects on ecosystems and develop strategies for minimizing its environmental footprint.

In conclusion, 2-Thiophenecarboxylic Acid, 5-Bromo-4-Methyl-, Ethyl Ester (CAS No. 186521-81-3) is a multifaceted compound with promising applications across various industries. Its unique chemical structure and reactivity make it an essential component in modern synthetic chemistry. As research continues to uncover new potential uses for this compound, it is expected to play an increasingly important role in advancing technological and therapeutic innovations.

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