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• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Benzothiophenes 1-benzothiophenes

5-Chloro-3-methyl-1-benzothiophene-2-carboxylic acid: Properties, Applications, and Market Insights

5-Chloro-3-methyl-1-benzothiophene-2-carboxylic acid (CAS No. 50451-84-8) is a specialized organic compound with significant relevance in pharmaceutical and material science research. This benzothiophene derivative features a carboxylic acid functional group at the 2-position, a chlorine substituent at the 5-position, and a methyl group at the 3-position, making it a valuable building block for various synthetic applications.

The compound's molecular formula is C₁₀H₇ClO₂S, with a molecular weight of 226.68 g/mol. Its structural features contribute to unique physicochemical properties, including moderate solubility in organic solvents and thermal stability up to 200°C. Researchers particularly value this heterocyclic carboxylic acid for its role as an intermediate in the synthesis of more complex molecules.

In pharmaceutical applications, 5-Chloro-3-methyl-1-benzothiophene-2-carboxylic acid serves as a key precursor for drug discovery programs. The benzothiophene core is known to interact with various biological targets, and the carboxylic acid group allows for further derivatization through standard coupling reactions. Recent studies have explored its potential in developing novel anti-inflammatory agents and kinase inhibitors.

The material science field has shown growing interest in this compound for creating advanced organic semiconductors. The conjugated benzothiophene system, when incorporated into polymers or small molecules, can enhance charge transport properties in electronic devices. This aligns with current research trends toward more efficient organic photovoltaics and OLED materials.

From a synthetic chemistry perspective, the presence of both electron-withdrawing (chloro) and electron-donating (methyl) groups on the benzothiophene scaffold creates interesting electronic effects that can be exploited in various transformations. The carboxylic acid functionality enables straightforward conversion to amides, esters, or other derivatives through well-established protocols.

Market analysis indicates steady demand for 5-Chloro-3-methyl-1-benzothiophene-2-carboxylic acid, particularly from contract research organizations and academic laboratories. The compound's price reflects its specialized nature and the multi-step synthesis required for its production. Suppliers typically offer it in research quantities ranging from milligrams to kilograms, with purity grades from 95% to 99%.

Environmental and safety considerations for handling this compound are typical for organic acids of its class. Standard laboratory precautions including proper ventilation and personal protective equipment are recommended. The compound shows good stability under normal storage conditions when kept in airtight containers protected from light and moisture.

Analytical characterization of 50451-84-8 typically includes HPLC for purity assessment, NMR spectroscopy for structural confirmation, and mass spectrometry for molecular weight verification. These quality control measures ensure researchers receive material suitable for their sensitive applications.

Recent patent literature reveals growing interest in derivatives of 5-Chloro-3-methyl-1-benzothiophene-2-carboxylic acid, particularly in areas of medicinal chemistry and materials science. This suggests the compound will maintain its importance as a research chemical in coming years.

For researchers considering this compound, several synthetic routes exist for its preparation. The most common approaches involve cyclization of appropriately substituted precursors or modification of existing benzothiophene frameworks. The choice of method often depends on the desired scale and available starting materials.

In conclusion, 5-Chloro-3-methyl-1-benzothiophene-2-carboxylic acid represents an important tool for chemists working in drug discovery and advanced materials development. Its unique combination of substituents and functional groups makes it particularly valuable for creating diverse molecular architectures. As research in these areas continues to advance, the demand for this specialized building block is likely to grow accordingly.

• 3133-78-6(3-methyl-1-benzothiophene-2-carboxylic acid)
• 66490-31-1(4-chloro-3-methyl-1-benzothiophene-2-carboxylic acid)
• 13771-75-0(5-Chloro-1-benzothiophene-2-carboxylic acid)
• 19799-43-0(2,5-Thiophenedicarboxylic acid, 3,4-bis(4-chlorophenyl)-)
• 85741-02-2(6-Chloro-5-hydroxy-3-methylbenzo[b]thiophene-2-carboxylic acid)
• 752135-60-7(Benzo[b]thiophene-2-carboxylic acid, 5-chloro-3-(trifluoromethyl)-)
• 26018-73-5(6-Chloro-1-benzothiophene-2-carboxylic acid)
• 62497-26-1(2,5-Thiophenedicarboxylic acid, 3,4-bis(3-chlorophenyl)-)
• 50451-78-0(5-Chloro-3-methyl-benzobthiophene-2-carbaldehyde)
• 752135-41-4(7-Chloro-3-methylbenzoBthiophene-2-carboxylic Acid)