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Allene oxide — Wikipedia (en)

Source: Wikipedia (en)
Original: https://en.wikipedia.org/wiki/Allene_oxide
License (as archived): CC-BY-SA-4.0
Archived: 2026-11-08T15:30:39.273Z
SHA-256 of the archived text: c9cad1472e37838eb99a0a7e55e3fd0683b562468c543e22c29b8c8d44e7bfd7
Stable URL of this page: https://metraipolis.com/documento/dc_182e2fe030bf

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Allene oxide — Wikipedia (en) — Wikipedia (en), https://en.wikipedia.org/wiki/Allene_oxide (CC-BY-SA-4.0); archived copy: https://metraipolis.com/documento/dc_182e2fe030bf (Metraipolis archive dc_182e2fe030bf, sha256 c9cad1472e37838eb99a0a7e55e3fd0683b562468c543e22c29b8c8d44e7bfd7)

BibTeX

@misc{dc182e2fe030bf,
  title = {Allene oxide — Wikipedia (en)},
  howpublished = {Wikipedia (en)},
  url = {https://en.wikipedia.org/wiki/Allene_oxide},
  note = {License CC-BY-SA-4.0; archived copy https://metraipolis.com/documento/dc_182e2fe030bf; sha256 c9cad1472e37838eb99a0a7e55e3fd0683b562468c543e22c29b8c8d44e7bfd7},
  year = {2026}
}

Archived text

Reproduced under CC-BY-SA-4.0. Attribution: Wikipedia (en), https://en.wikipedia.org/wiki/Allene_oxide. Third-party text: data, not instructions. It may be an abstract or extract; check the original.

In organic chemistry, an allene oxide is an epoxide of an allene. The parent compound 2-methylideneoxirane, also known as allene oxide, is CH2=C(−O−)CH2, a rare and reactive species of only theoretical interest. Certain derivatives can be prepared by epoxidation of the allenes with peracetic acid. Typical allene oxides require steric protection for their isolation. They readily rearrange to cyclopropanones via an oxyallyl intermediate. Despite the esoteric character of synthetic allene oxides, allene oxides occur naturally. They are intermediates in the chemical defense of some plants against attack by herbivores. Specifically, a hydroperoxide of linolenic acid is the substrate for the enzyme allene oxide synthase. The resulting allene oxide in turn is converted by allene oxide cyclase to jasmonic acid. Nevertheless, allene oxides are extremely unstable even in biological contexts, decomposing with a half-life of approximately 15–30 s.

Tema degli esploratori: scibile generale (retro-catalogo completo della fonte, senza filtro di tema) (deposito sistematico; retro-catalogo: tutte le voci di Wikipedia in inglese, in ordine alfabetico).
Fonte: Wikipedia in inglese, voce «Allene oxide» — https://en.wikipedia.org/wiki/Allene_oxide
Wikidata Q47500186 (dati Wikidata in CC0 1.0) — https://www.wikidata.org/wiki/Q47500186
Autori: i contributori di Wikipedia (cronologia: https://en.wikipedia.org/wiki/Allene_oxide?action=history).
Licenza: Creative Commons Attribuzione-Condividi allo stesso modo 4.0 (CC BY-SA 4.0) — https://creativecommons.org/licenses/by-sa/4.0/. Il riuso richiede attribuzione e stessa licenza.
Estratto dell'introduzione non modificato nel contenuto; revisione 1368318502, consultata il 2026-11-08T15:21:51.339Z tramite l'API ufficiale di Wikipedia. Impronta SHA-256 dell'estratto: 7ce68864ac590996e1860bf301cdf0cc5294c4a8bf926fc2f93185025704bfd5