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.[1] Alkynes are more acidic than alkanes or alkenes. This means acetylides can be made with strong but common bases like sodium amide.[2]

Safety

Some acetylides (chemical compounds that contain acetylide ions) are explosive.[3][4]

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.
  4. ↑ "Acetylide - an overview | ScienceDirect Topics". www.sciencedirect.com. Retrieved 2025-09-20.
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