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Comprehensive Guide to Ethyl 5-phenylthiophene-2-carboxylate (CAS No. 19282-39-4): Properties, Applications, and Market Insights

Ethyl 5-phenylthiophene-2-carboxylate (CAS No. 19282-39-4) is a specialized organic compound that has garnered significant attention in pharmaceutical and material science research. This thiophene derivative features a phenyl group at the 5-position and an ethyl ester moiety at the 2-position, making it a valuable intermediate for synthesizing more complex molecules. Its unique structure contributes to its versatility in various applications, from drug development to advanced material engineering.

The growing interest in heterocyclic compounds like Ethyl 5-phenylthiophene-2-carboxylate stems from their remarkable electronic properties and biological activities. Researchers are particularly intrigued by how modifications to the thiophene ring can influence the compound's reactivity and functionality. With the rise of green chemistry and sustainable synthesis methods, this compound has become a subject of study for eco-friendly production techniques.

In pharmaceutical applications, Ethyl 5-phenylthiophene-2-carboxylate serves as a crucial building block for developing novel therapeutic agents. Its molecular framework is frequently incorporated into drug candidates targeting various diseases, thanks to the bioisosteric properties of the thiophene ring. The compound's potential in creating small molecule inhibitors has made it particularly relevant in oncology and neurology research.

The material science field has also benefited from the unique characteristics of Ethyl 5-phenylthiophene-2-carboxylate. Its conjugated system makes it an interesting candidate for organic electronic devices, including organic light-emitting diodes (OLEDs) and organic photovoltaics. The compound's ability to facilitate charge transport while maintaining stability under various conditions has positioned it as a promising material for next-generation flexible electronics.

From a synthetic chemistry perspective, Ethyl 5-phenylthiophene-2-carboxylate offers multiple sites for further functionalization. Chemists can modify the ester group through hydrolysis or transesterification reactions, while the phenyl group provides opportunities for electrophilic aromatic substitution. This flexibility has made the compound a popular choice for structure-activity relationship studies in medicinal chemistry.

The market for thiophene-based compounds like Ethyl 5-phenylthiophene-2-carboxylate has seen steady growth, driven by increasing demand from the pharmaceutical and electronics industries. Manufacturers are focusing on developing scalable synthesis routes to meet the rising needs of research institutions and industrial applications. Quality control remains paramount, with strict specifications for purity and consistency in commercial samples.

Recent advancements in catalytic synthesis methods have improved the production efficiency of Ethyl 5-phenylthiophene-2-carboxylate. Transition metal-catalyzed coupling reactions and other modern synthetic techniques have enabled more economical and environmentally friendly preparation of this valuable intermediate. These developments align with the broader trend toward sustainable chemical manufacturing practices.

Storage and handling of Ethyl 5-phenylthiophene-2-carboxylate require standard laboratory precautions. The compound should be kept in a cool, dry environment, protected from light and moisture. While not classified as hazardous under normal conditions, proper personal protective equipment is recommended when working with this chemical, as with all laboratory reagents.

Analytical characterization of Ethyl 5-phenylthiophene-2-carboxylate typically involves techniques such as nuclear magnetic resonance (NMR) spectroscopy, mass spectrometry, and high-performance liquid chromatography (HPLC). These methods ensure the compound's identity and purity, which are critical for research applications. The distinctive spectral features of the thiophene ring system aid in structural confirmation.

Future research directions for Ethyl 5-phenylthiophene-2-carboxylate include exploring its potential in emerging fields like molecular electronics and bioconjugation chemistry. The compound's modular structure makes it an attractive platform for developing new functional materials with tailored properties. As synthetic methodologies continue to advance, we can expect to see expanded applications for this versatile heterocyclic building block.

For researchers seeking reliable sources of Ethyl 5-phenylthiophene-2-carboxylate, several specialty chemical suppliers offer the compound in various quantities and purity grades. When selecting a supplier, it's important to verify certificates of analysis and consider the provider's reputation for quality and consistency. The compound's price and availability may fluctuate based on market demand and raw material costs.

In conclusion, Ethyl 5-phenylthiophene-2-carboxylate (CAS No. 19282-39-4) represents an important class of functionalized thiophenes with wide-ranging applications in both life sciences and materials research. Its continued relevance in scientific investigations underscores the importance of heterocyclic chemistry in addressing contemporary challenges in medicine and technology.

• 13858-71-4(Ethyl 5-(4-methoxyphenyl)thiophene-2-carboxylate)
• 597565-50-9(4-(5-(Methoxycarbonyl)thiophen-2-yl)benzoic acid)
• 848095-02-3(Ethyl 5-(4-fluorophenyl)-2-thiophenecarboxylate)
• 50971-49-8(Methyl 5-p-Tolylthiophene-2-carboxylate)
• 850074-81-6(Ethyl 5-(4-formylphenyl)thiophene-2-carboxylate)
• 14597-62-7(methyl 5-phenylthiophene-2-carboxylate)
• 61100-13-8(2-Thiophenecarboxylic acid, 5-(2-naphthalenyl)-, methyl ester)
• 61100-11-6(Ethyl 5-p-Tolylthiophene-2-carboxylate)
• 19282-42-9(2-Thiophenecarboxylic acid, 4-methyl-5-phenyl-, ethyl ester)
• 19282-43-0(2-Thiophenecarboxylic acid, 4,5-diphenyl-, ethyl ester)