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. International Union of Pure and Applied Chemistry. "acetylide". Compendium of Chemical Terminology Internet edition.
  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.