Polyyne

A polyyne is any organic compound with alternating single and triple bonds; that is, a series of consecutive alkynes, (−C≡C−)_n with n greater than 1. These compounds are also called polyacetylenes, especially in the natural products and chemical ecology literature, even though this nomenclature more properly refers to acetylene polymers composed of alternating single and double bonds (−CR=CR′−)_n with n greater than 1. They are also sometimes referred to as oligoynes, or carbinoids after "carbyne" (−C≡C−)_∞, the hypothetical allotrope of carbon that would be the ultimate member of the series. The synthesis of this substance has been claimed several times since the 1960s, but those reports have been disputed. Indeed, the substances identified as short chains of "carbyne" in many early organic synthesis attempts would be called polyynes today.

The simplest polyyne is diacetylene or butadiyne, H−C≡C−C≡C−H. Along with cumulenes, polyynes are distinguished from other organic chains by their rigidity and high conductivity, both of which make them promising as wires in molecular nanotechnology. Polyynes have been detected in interstellar molecular clouds where hydrogen is scarce.