Oxirene
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| MeSH | C012469 |
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| Template:Longitem | C2H2O |
| Molar mass | 42.04 g/mol |
| Template:Longitem | Ethylene oxide cyclopropane cyclopropene aziridine thiirane thiirene |
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Oxirene is a heterocyclic chemical compound which contains an unsaturated three-membered ring containing two carbon atoms and one oxygen atom. The molecule was synthesized in low temperature ices and detected upon sublimation by isomer selective photoionization reflectron time-of-flight mass spectrometry.[2]
Quantum chemical computational techniques found the configuration to be extremely strained and proposed an antiaromatic 4π electron system, as such oxirene is expected to be very high energy.[3][4]
Experimental indications exist that substituted oxirenes (as intermediates or transition states) may be involved in carbonylcarbene rearrangements observed in the Wolff rearrangement.[5] Computational evidence also point to the intermediacy of oxirenes in the ozonolysis of alkynes.[6]
References
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