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• Solvents and Organic Chemicals Organic Compounds Organic oxygen compounds Organooxygen compounds Carbonyl compounds Aldehydes

3-Thiophenecarboxaldehyde, 2,4-Dimethyl- (CAS No. 63826-85-7): A Comprehensive Overview

3-Thiophenecarboxaldehyde, 2,4-dimethyl- (CAS No. 63826-85-7) is a versatile organic compound that has garnered significant attention in the fields of organic synthesis, medicinal chemistry, and materials science. This compound, also known as 2,4-Dimethylthiophene-3-carbaldehyde, is characterized by its unique structure and chemical properties, making it a valuable building block in the synthesis of a wide range of functional molecules.

The molecular formula of 3-Thiophenecarboxaldehyde, 2,4-dimethyl- is C₇H₈O₂S, and its molecular weight is approximately 156.19 g/mol. The compound features a thiophene ring with two methyl groups at the 2 and 4 positions and an aldehyde group at the 3 position. This combination of functional groups imparts distinct reactivity and stability to the molecule, enabling its use in various chemical reactions and applications.

In recent years, 3-Thiophenecarboxaldehyde, 2,4-dimethyl- has been extensively studied for its potential in the development of novel pharmaceuticals and materials. One notable application is in the synthesis of thienyl derivatives, which are important intermediates in the production of drugs targeting various diseases. For instance, thienyl derivatives have shown promise in the treatment of neurological disorders, cancer, and cardiovascular diseases due to their ability to modulate specific biological pathways.

The synthetic versatility of 3-Thiophenecarboxaldehyde, 2,4-dimethyl- is further highlighted by its use in C-H activation reactions. These reactions are crucial in modern organic synthesis as they allow for the direct functionalization of unactivated C-H bonds, leading to the formation of complex molecules with high efficiency and selectivity. Recent studies have demonstrated that 3-Thiophenecarboxaldehyde, 2,4-dimethyl- can serve as an excellent substrate for such reactions, particularly when catalyzed by transition metals like palladium and rhodium.

In addition to its applications in pharmaceuticals and materials science, 3-Thiophenecarboxaldehyde, 2,4-dimethyl- has also been explored for its potential in organocatalysis. Organocatalysts are small organic molecules that can accelerate chemical reactions without being consumed in the process. The presence of the aldehyde group in 3-Thiophenecarboxaldehyde, 2,4-dimethyl- makes it an attractive candidate for developing new organocatalytic systems. Research has shown that this compound can effectively catalyze a variety of reactions, including Michael additions and aldol condensations.

The physical properties of 3-Thiophenecarboxaldehyde, 2,4-dimethyl-, such as its melting point (50-52°C) and boiling point (190-192°C), are well-documented and contribute to its stability under various reaction conditions. Its solubility in common organic solvents like dichloromethane and ethanol further enhances its utility in synthetic protocols. However, it is important to handle this compound with care due to its sensitivity to air and moisture.

To ensure the safe handling and storage of 3-Thiophenecarboxaldehyde, 2,4-dimethyl-, it is recommended to store it under an inert atmosphere (e.g., nitrogen or argon) and at a temperature below room temperature (preferably around 0-5°C). Additionally, protective measures such as wearing gloves and goggles should be taken when handling this compound to prevent skin contact and inhalation.

In conclusion, 3-Thiophenecarboxaldehyde, 2,4-dimethyl- (CAS No. 63826-85-7) is a highly valuable compound with a wide range of applications in organic synthesis, medicinal chemistry, and materials science. Its unique structure and chemical properties make it an essential building block for the development of novel drugs and advanced materials. Ongoing research continues to uncover new possibilities for this versatile molecule, further solidifying its importance in the scientific community.

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