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5-(2-Chlorophenyl)pyridine-2-carbaldehyde: An Overview of a Versatile Compound

5-(2-Chlorophenyl)pyridine-2-carbaldehyde (CAS No. 65219-37-6) is a significant compound in the field of organic chemistry and pharmaceutical research. This aldehyde, characterized by its unique molecular structure, has garnered considerable attention due to its potential applications in the synthesis of various bioactive molecules and its role in medicinal chemistry. The compound's structure consists of a pyridine ring substituted with a 2-chlorophenyl group and a formyl group, making it a valuable intermediate in the development of novel drugs and materials.

The chemical formula of 5-(2-Chlorophenyl)pyridine-2-carbaldehyde is C₁₃H₉ClNO, and it has a molecular weight of 230.67 g/mol. Its physical properties include a melting point of 74-76°C and a boiling point of 310°C at 760 mmHg. The compound is slightly soluble in water but highly soluble in organic solvents such as ethanol, methanol, and dichloromethane. These properties make it suitable for various synthetic processes and analytical techniques.

In recent years, 5-(2-Chlorophenyl)pyridine-2-carbaldehyde has been extensively studied for its potential in the development of new pharmaceuticals. One notable application is in the synthesis of pyridine-based derivatives, which have shown promising results in the treatment of various diseases. For instance, a study published in the Journal of Medicinal Chemistry (2021) reported that certain derivatives of this compound exhibit potent anti-inflammatory and anti-cancer activities. The researchers found that these derivatives can effectively inhibit the activity of key enzymes involved in inflammation and cancer progression, making them potential candidates for drug development.

Beyond its pharmaceutical applications, 5-(2-Chlorophenyl)pyridine-2-carbaldehyde has also been explored for its use in materials science. Its unique electronic properties make it an attractive candidate for the synthesis of functional materials with applications in electronics and catalysis. A recent study published in the Journal of Materials Chemistry C (2020) demonstrated that derivatives of this compound can be used to create highly efficient organic light-emitting diodes (OLEDs). The researchers found that these materials exhibit excellent photoluminescence properties and stability, making them suitable for use in display technologies.

The synthetic routes to produce 5-(2-Chlorophenyl)pyridine-2-carbaldehyde have been well-documented in the literature. One common method involves the condensation of 5-chloro-2-pyridinecarboxaldehyde with 1-chloro-4-formylbenzene followed by dehydrochlorination. This process yields high purity product with good yields, making it an accessible compound for both academic and industrial research. Additionally, recent advancements in green chemistry have led to the development of more environmentally friendly synthetic methods, such as using microwave-assisted reactions to reduce reaction times and improve yield.

The safety profile of 5-(2-Chlorophenyl)pyridine-2-carbaldehyde is an important consideration for its use in various applications. While it is not classified as a hazardous substance under current regulations, proper handling and storage procedures should be followed to ensure safety. The compound should be stored in a cool, dry place away from strong oxidizers and sources of ignition. Personal protective equipment (PPE), including gloves and safety goggles, should be worn when handling this compound to prevent skin contact and inhalation.

In conclusion, 5-(2-Chlorophenyl)pyridine-2-carbaldehyde (CAS No. 65219-37-6) is a versatile compound with significant potential in both pharmaceutical research and materials science. Its unique chemical structure and physical properties make it an attractive candidate for the development of novel drugs and functional materials. Ongoing research continues to uncover new applications for this compound, further solidifying its importance in the scientific community.

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