6-Phenyl-1H-indazole(CAS: 1260897-38-8)

6-Phenyl-1H-indazole is a crystalline solid with a molecular weight of approximately 158.21 g/mol. It is slightly soluble in water but miscible with common organic solvents like ethanol and acetonitrile. Chemically, it is less reactive than many aromatic compounds, but it can undergo electrophilic aromatic substitution reactions under the right conditions. It has a melting point of about 180-182°C and a boiling point of around 300°C. The compound is stable under normal conditions but should be stored in a dry, cool place away from direct sunlight.

6-Phenyl-1H-indazole can be synthesized via the indazole synthesis route, where phenylacetyl chloride is condensed with indole in the presence of a base like sodium hydroxide. The reaction typically yields a mixture of isomers, and separation may be required. Alternatively, it can be prepared through the Curtius rearrangement of phenylphosphorane. The overall yield is moderate, around 50-70%, depending on the method and purity of the starting materials.

6-Phenyl-1H-indazole is utilized in various industries, particularly in pharmaceuticals for its potential as a therapeutic agent. It is also used in the synthesis of dyes and pigments due to its vibrant color. In the polymer industry, it serves as a monomer or additive. Additionally, it finds applications in the manufacturing of sensors and semiconductors, where its electronic properties are exploited.

When handling 6-Phenyl-1H-indazole, it is important to use personal protective equipment (PPE) such as gloves, goggles, and a lab coat to prevent skin and eye contact. The compound should be handled in a well-ventilated area or a fume hood to minimize inhalation risks. Spills should be cleaned up immediately using absorbent materials and disposing of them according to local regulations. Workers should always refer to the Safety Data Sheet (SDS) for detailed information and emergency procedures.