4-Chloro-1H-indole-3-carbaldehyde(CAS: 876-72-2)

4-Chloro-1H-indole-3-carbaldehyde (CAS: 876-72-2) is a crystalline solid with a molecular weight of approximately 165.01 g/mol. It has a low solubility in water but is more soluble in organic solvents like dichloromethane and acetonitrile. The compound is moderately reactive, particularly towards nucleophiles. It shows basic behavior due to the presence of an indole ring, which can form hydrogen bonds and participate in aromatic processes.

4-Chloro-1H-indole-3-carbaldehyde (CAS: 876-72-2) can be synthesized via a multistep process starting from indole. A common method involves the acylation of indole with chloroacetaldehyde followed by the introduction of a chlorine atom using a suitable chlorinating agent. This reaction typically proceeds with a high yield and good selectivity under mild conditions, often utilizing catalytic amounts of a base like sodium bicarbonate.

4-Chloro-1H-indole-3-carbaldehyde (CAS: 876-72-2) finds applications in the pharmaceutical industry due to its structural similarity to natural indole derivatives, which are often used as precursors for drug synthesis. It is also utilized in the synthesis of various organic materials, including polymers and sensors. Additionally, it can be used in the development of new semiconductors, although its primary use is still predominantly in pharmaceutical and organic chemistry applications.

When handling 4-Chloro-1H-indole-3-carbaldehyde (CAS: 876-72-2), it is essential to wear appropriate personal protective equipment (PPE) such as gloves and goggles. It should always be handled in a well-ventilated fume hood to minimize exposure to its vapors. Spills should be handled carefully with absorbent materials and promptly disposed of according to local regulations. Always consult the Safety Data Sheet (SDS) for detailed handling and disposal instructions.