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General formula of acetylides. In the simplest acetylide, R = H. The radical R can also stand for an organyl radical (alkyl radical, aryl radical, alkylaryl radical, etc.). The acetylide residue is marked in blue .

Acetylides are salts of alkynes having a terminal carbon -Kohlenstoff- triple bond . An acetylide ion is therefore a carbanion , which results from the deprotonation of an ethyne derivative. Because of the high pK s value from 25 are, however, quite to strong bases necessary (for example, butyl lithium , or amides such as sodium amide ). The simplest acetylide is the acetylide anion derived from ethyne. Acetylides are reactive species and are well suited for nucleophilic substitution reactions or additions . Heavy metal acetylides are explosive substances of great sensitivity when dry. Therefore z. B. no copper parts or metallic materials that contain more than 70% copper are used for the storage / transmission / measurement of acetylene-containing gases.

The name is derived from the common name of ethine, acetylene .

Individual evidence

  1. ^ Siegfried Hauptmann : Organic Chemistry , 2nd revised edition, VEB Deutscher Verlag für Grundstoffindustrie, Leipzig, 1985, pp. 258-259, ISBN 3-342-00280-8 .

See also