Diphenylacetylene

Diphenylacetylene is an organic compound that is classified as an alkyne. It is a colorless solid that is widely used as a building block in organic synthesis.

Structure and Bonding

Diphenylacetylene consists of a triple bond between two carbon atoms, each of which is bonded to a phenyl group. The molecule is linear, with the phenyl groups rotating freely around the triple bond. The carbon-carbon triple bond is shorter and stronger than a single or double bond, and it also has a higher bond energy.

Synthesis

Diphenylacetylene can be synthesized through a number of methods. One common method is the Sonogashira coupling, which involves the reaction of a halogenated aromatic compound with an acetylene derivative in the presence of a palladium catalyst and a copper co-catalyst. Another method is the Glaser coupling, which involves the oxidative coupling of two phenylacetylene molecules.

Applications

Diphenylacetylene is primarily used as a building block in organic synthesis. It can be used to synthesize a wide range of organic compounds, including polymers, dyes, and pharmaceuticals. It is also used in the synthesis of nanomaterials, such as carbon nanotubes and graphene.

Safety

Like many organic compounds, diphenylacetylene can be hazardous if not handled properly. It can cause skin and eye irritation, and it can be harmful if swallowed or inhaled. Therefore, it should be handled with care, and protective equipment should be used when handling it.

See Also

• Alkyne
• Sonogashira coupling
• Glaser coupling