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Acetylide

chemical compound in which one or both hydrogen atoms of acetylene (ethyne) was replaced by a metal or other cationic group; also analogous compound derived from terminal acetylenes

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Record originEnglish Wikipedia
Text licenseCC BY-SA 4.0
Source revisionAug 6, 2026
Entity authorityQ415602
Source-derived summary

In chemistry, an acetylide is a compound that can be viewed as the result of replacing one or both hydrogen atoms of acetylene (ethyne) HC≡CH by metallic or other cations. Calcium carbide is an important industrial compound, which has long been used to produce acetylene for welding and illumination. It is also a major precursor to vinyl chloride. Other acetylides are reagents in organic synthesis.

Nomenclature

The term acetylide is used loosely. It applies to an acetylene RC≡CM, where R = H or a side chain that is usually organic. The nomenclature can be ambiguous with regards to the distinction between compounds of the types MC2R and M2C2. When both hydrogens of acetylene are replaced by metals, the compound can also be called carbide, e.g., calcium carbide Ca2+[−C≡C−], which is calcium acetylide. When only one hydrogen atom is replaced, the anion may be called hydrogen acetylide or the prefix mono- may be attached to the metal, as in monosodium acetylide or sodium hydrogen acetylide, Na+[−C≡CH]. Metal acetylide may be described as salts, but that description rarely comports with crystallographic analysis.

Editorial summary

“Acetylide” enters the record as chemical compound in which one or both hydrogen atoms of acetylene (ethyne) was replaced by a metal or other cationic group; also analogous compound derived from terminal acetylenes. Crown Archives preserves that source wording while asking what Acetylide, chemical and compound can confirm, complicate or overturn.

Editorial reviewA sound reference starting point where classification, measurement and the date of the underlying evidence remain visible. The current 180-word lead offers orientation but no explicit four-digit date, so chronology should not be assumed. The selected authority fields contribute no independent date. Its strongest next move is a source search built around Acetylide, chemical and compound.
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Stable identifiers, scientific names and standards terminology offer the best bridge between this overview and specialist evidence. The source revision retrieved here is dated Aug 6, 2026. The linked authority identifier is Q415602. None of the 0 selected statements returned an explicit reference.

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This entry incorporates text from Acetylide” on English Wikipedia. Contributors are listed in the page history. Text is available under the Creative Commons Attribution-ShareAlike 4.0 License. Selected authority identifiers and statements are retrieved from Wikidata under CC0; their references and qualifiers remain part of the verification path.