Oxirene

Oxirene
IUPAC name

Oxirene
Other names

acetylene oxide, 1,2-epoxyethene, oxacyclopropene
Identifiers
CAS number 157-18-6 Y
PubChem 160438
Jmol-3D images Image 1
Properties
Molecular formula C2H2O
Molar mass 42.04 g/mol
Related compounds
Related molecules with 3-membered rings Ethylene oxide cyclopropane cyclopropene aziridine thiirane thiirene
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Oxirene is a heterocyclic hypothesized chemical compound which contains an unsaturated three-membered ring containing two carbon atoms and one oxygen atom. As the configuration is extremely strained, no consensus exists whether the structure constitutes a molecule or whether it is merely a transition state.[1] The substance is therefore mainly evaluated by molecular modeling techniques.

Experimental indications exist that oxirene (as intermediate or transition state) occurs in the Wolff rearrangement.

Reference

  1. ^ http://dx.doi.org/10.1016/S0166-1280(03)00198-2 RC Mawhinneya and JD Goddard "Assessment of density functional theory for the prediction of the nature of the oxirene stationary point"