Polyynes, a class of molecules described by the general formula H-(CC) mH (where m is an integer) can be synthesized using an electric arc between graphite electrodes submerged in an organic solvent such as methanol, n-hexane, n-dodecane, decahydronaphthalene or acetonitrile. When the electric arc is used in acetonitrile at -40°C, polyyne chains of up to 18 carbon atoms (m=9) have been produced together with monocyanopolyyne as by-product. The polyynes can be reduced to ene-ynes by shaking a hexane solution of them with Zn/HCl. © 2003 Elsevier Ltd. All rights reserved.
Cataldo, F. (2004). Submerged electric arc between graphite electrodes: A one-pot tool for the synthesis of long-chain polyynes in solution. Tetrahedron Letters, 45(1), 141–144. https://doi.org/10.1016/j.tetlet.2003.10.100