2-phenylpyridine

2-Phenylpyridine is an organic compound with the formula C₁₁H₉N. It is a colorless liquid that is used as a precursor to various useful compounds in organic synthesis. The compound is a derivative of pyridine, with a phenyl group attached at the 2 position.

Structure and properties

2-Phenylpyridine is a heterocyclic compound that consists of a six-membered ring containing five carbon atoms and one nitrogen atom. The phenyl group is attached to the second carbon atom of the pyridine ring. The molecule is planar, with the phenyl ring and the pyridine ring lying in the same plane.

The compound has a molar mass of 159.19 g/mol. It is a colorless liquid at room temperature, with a boiling point of 273-275 °C and a melting point of -7 °C. It is soluble in most organic solvents, but only slightly soluble in water.

Synthesis

2-Phenylpyridine can be synthesized by the Chichibabin reaction, which involves the reaction of pyridine with benzene in the presence of aluminum chloride. The reaction proceeds via a Friedel-Crafts alkylation mechanism, with the phenyl group being added to the 2 position of the pyridine ring.

Applications

2-Phenylpyridine is used as a precursor to various useful compounds in organic synthesis. For example, it can be used to synthesize 2-phenylpyridine derivatives, which have applications in the pharmaceutical industry. It can also be used to synthesize ligands for use in coordination chemistry.

Safety

Like many organic compounds, 2-phenylpyridine is flammable and should be handled with care. It can cause irritation to the skin and eyes, and may be harmful if swallowed or inhaled.

See also

• Pyridine
• Phenyl group
• Organic synthesis
• Chichibabin reaction
• Friedel-Crafts alkylation