pyridin4ylacetylene

Pyridin-4-ylacetylene, also known as 4-ethynylpyridine, is an organic compound with the chemical formula C7H5N. It features a pyridine ring substituted at the 4-position with an ethynyl group. The pyridine ring is a six-membered heterocyclic aromatic ring containing one nitrogen atom. The ethynyl group is a functional group consisting of a triple bond between two carbon atoms.

This compound is a colorless to pale yellow liquid or solid, depending on purity and temperature. It is soluble in many organic solvents. Pyridin-4-ylacetylene serves as a valuable building block in organic synthesis due to the reactivity of both the pyridine ring and the alkyne moiety. The nitrogen atom in the pyridine ring can act as a Lewis base and participate in coordination chemistry or protonation. The terminal alkyne can undergo a variety of reactions, including Sonogashira coupling, click chemistry (e.g., copper-catalyzed azide-alkyne cycloaddition), and addition reactions.

Pyridin-4-ylacetylene has found applications in the synthesis of more complex molecules, including pharmaceuticals, functional materials, and ligands for catalysis. Its ability to be incorporated into polymers or incorporated into larger molecular architectures makes it of interest in materials science. It is typically synthesized through various coupling reactions, often involving a 4-halopyridine and a protected acetylene derivative, followed by deprotection. The compound is commercially available from chemical suppliers.