Acetylene of 180°. Acetylene was discovered in 1836 by Edmund Davy, who identified it as a "new carburet of hydrogen". It was rediscovered in 1860 by French chemist Marcellin Berthelot, who coined the name "acétylène". Berthelot's empirical formula for acetylene (CH), as well as the alternative name "quadricarbure d'hydrogène" ("hydrogen quadricarbide"), were incorrect because chemists at that time used the wrong atomic mass for carbon (6 instead of 12). Berthelot was able to prepare this gas by passing vapours of organic compounds (methanol, ethanol, etc.) through a red-hot tube and collecting the effluent. He also found that acetylene was formed by
Acetylene DMF, respectively. These solvents are used in pressurized gas cylinders. In vinylation reactions, H-X compounds add across the triple bond. Alcohols and phenols add to acetylene to give vinylethers. Thiols give vinyl thioethers. Similarly, vinylpyrrolidone and vinylcarbazole are produced industrially by vinylation of 2-pyrrolidone and carbazole. The hydration of acetylene is a vinylation reaction, but the resulting vinyl alcohol isomerizes to acetaldehyde. The reaction is catalyzed by mercury salts. This reaction once was the dominant technology for acetaldehyde production, but it has been displaced by the Wacker process, which affords acetaldehyde by oxidation of ethylene, a cheaper feedstock. A similar