2-Phenylindole

2-Phenylindole

2-Phenylindole is an organic compound that belongs to the class of indoles. It is characterized by a phenyl group attached to the second position of the indole structure.

Structure and Properties

The structure of 2-Phenylindole consists of a phenyl group (a cyclic group of six carbon atoms, C6H5-) attached to the second carbon atom of an indole structure. The indole structure itself is a bicyclic compound, consisting of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring.

2-Phenylindole is a solid at room temperature, with a melting point of 81-83°C. It is slightly soluble in water, but more soluble in organic solvents such as ethanol and dichloromethane.

Synthesis

2-Phenylindole can be synthesized through the Fischer indole synthesis, a chemical reaction that produces indoles from phenylhydrazines and an aldehyde or ketone. The reaction involves the formation of a hydrazone from the aldehyde or ketone and the phenylhydrazine, followed by cyclization and rearrangement to form the indole structure.

Applications

2-Phenylindole is used in the synthesis of various pharmaceuticals and dyes. It is also used as a building block in the synthesis of more complex organic compounds.

Safety

As with many organic compounds, 2-Phenylindole should be handled with care. It can cause skin and eye irritation, and may be harmful if swallowed or inhaled.

See Also

• Indole
• Phenyl group
• Fischer indole synthesis

References

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