6-Chloro-1H-indazole-3-carbaldehyde(CAS: 885521-37-9)

6-Chloro-1H-indazole-3-carbaldehyde is a crystalline solid with a molecular weight of approximately 206.04 g/mol. It is slightly soluble in water and ethanol. This compound exhibits good reactivity towards nucleophiles and electrophiles, making it suitable for various chemical transformations. It is stable under normal conditions but should be stored in a dry place to prevent moisture degradation.

6-Chloro-1H-indazole-3-carbaldehyde is usually synthesized via the condensation of indole-3-carbaldehyde with chloroacetaldehyde, followed by the removal of the indole group. Commonly used catalysts include acid catalysts like hydrochloric acid or trifluoroacetic acid, which help improve the yield and selectivity of the reaction. The overall yield can be up to 70-80%.

6-Chloro-1H-indazole-3-carbaldehyde finds applications in the pharmaceutical industry for the synthesis of drugs, particularly those targeting specific receptors. It is also used in the polymer industry to develop novel materials with unique properties. Additionally, it is used in the electronics sector for the production of semiconductors and as a precursor in sensor technologies.

When handling 6-Chloro-1H-indazole-3-carbaldehyde, it is essential to use personal protective equipment (PPE) such as gloves, goggles, and a lab coat. This compound should be handled in a well-ventilated area or a fume hood to avoid inhalation. In case of a spill, immediately clean up using appropriate absorbent materials and follow the safety data sheet (SDS) guidelines. Always consult the SDS for detailed information on handling and storage.