Acetylide

Acetylide, also known as ethynide, dicarbide, and percarbide, is an ion. Its chemical formula is C2−2. It is made by deprotonation of acetylene. Some are known as carbides. Copper(I) acetylide is an example.

In organic chemistry

In organic chemistry, acetylide means the functional group −C≡C−. This group is made by deprotonation of a terminal alkyne, −C≡CH. Alkynes are more acidic than alkanes or alkenes. This means acetylides can be made with strong but common bases like sodium amide.

Safety

Some acetylides (chemical compounds that contain acetylide ions) are explosive.

Sources

  1. ↑ IUPAC, Compendium of Chemical Terminology, 5th ed. (the "Gold Book") (2025). Online version: (2006–) "acetylide". doi:10.1351/goldbook.A00067
  2. ↑ John C. McMurray (2023-09-20). "9.7 Alkyne Acidity: Formation of Acetylide Anions". Organic Chemistry: A Tenth Edition. Houston, TX: OpenStax.
  3. ↑ "Silver acetylide - Knowledge and References". Taylor & Francis. Retrieved 2025-09-20.[permanent dead link]
  4. ↑ "Acetylide - an overview | ScienceDirect Topics". www.sciencedirect.com. Retrieved 2025-09-20.