5-Nitro-1H-indazole-3-carbaldehyde(CAS: 677702-36-2)

5-Nitro-1H-indazole-3-carbaldehyde is a white to off-white solid with a high melting point of 241-243°C. Its molecular weight is approximately 228.12 g/mol. This compound is poorly soluble in water but soluble in organic solvents like ethanol and acetone. It shows moderate reactivity with reducing agents and is less reactive with bases. It is a Lewis acid and can act as a electrophilic entity in various chemical reactions.

5-Nitro-1H-indazole-3-carbaldehyde can be synthesized via nitration of 1H-indazole-3-carbaldehyde. Nitration is performed using nitric acid and sulfuric acid as the nitrating agent under controlled conditions to ensure selectivity towards the 3-position. The yield is generally around 75-85%, and the use of appropriate catalysts can enhance the reaction rate and selectivity.

5-Nitro-1H-indazole-3-carbaldehyde finds applications in various industries, particularly in the pharmaceutical sector for the synthesis of bioactive compounds. It is also used in the development of sensors and as a building block in the polymer industry for the synthesis of functional polymers. Its unique chemical properties make it suitable for use in semiconductor applications as well.

When handling 5-Nitro-1H-indazole-3-carbaldehyde, it is essential to wear appropriate personal protective equipment (PPE) such as gloves, safety goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood. Spills should be handled with caution using appropriate absorbent materials. Always refer to the Safety Data Sheet (SDS) for detailed information on handling and storage. This compound is not highly toxic but can cause skin irritation and should be used with care.