Utente:Grasso Luigi/sanbox1/Ossireno
| Ossireno | |
|---|---|
 | |
  | |
| Nome IUPAC | |
| Ossaciclopropene[1][2] | |
| Nomi alternativi | |
| Epossietene Ossido di etino Ossido di acetilene | |
| Caratteristiche generali | |
| Formula bruta o molecolare | C2H2O |
| Massa molecolare (u) | 42,04[3] |
| Numero CAS | |
| Indicazioni di sicurezza | |
| Simboli di rischio chimico | |
 
| |
| attenzione | |
| Frasi H | --- |
| Consigli P | ---[4]---[5] |
L'ossireno è un composto chimico heterocyclic ipotizzato che contiene un anello a tre-membri unsaturated con due atomi di carbonio ed uno di ossigeno. Because it has never been observed, the substance is mainly studied by quantum chemical computational techniques. As the configuration is extremely strained and proposed to be an anti-aromatic 4 π electron system, oxirene is expected to be very high energy and unstable according to these calculations. Moreover, different computational methods draw different conclusions as to whether the structure constitutes a true molecule (i.e., a local minimum on the potential energy surface) or merely a transition state between two isomeric molecular species.[6][7]
Experimental indications exist that substituted oxirenes (as intermediates or transition states) may be involved in carbonylcarbene rearrangements observed in the Wolff rearrangement.[8] Computational evidence also point to the intermediacy of oxirenes in the ozonolysis of alkynes.[9]
Note[modifica | modifica wikitesto]
- ^ (EN) Nomenclature of Inorganic Chemistry (IUPAC Recommendations 2005). 6ed, Cambridge (UK), RSC/IUPAC (2005). ISBN 0-85404-438-8. Versione elettronica.
- ^ (EN) PubChem Compound, AC1L1C0X - Compound Summary, su pubchem.ncbi.nlm.nih.gov, National Center for Biotechnology Information, 25 Marzo 2005. URL consultato il 13 Ottobre 2011.
- ^ (EN) IUPAC Commission on Isotopic Abundances and Atomic Weights., Atomic weights of the elements 2017, su Queen Mary University of London.
- ^ Scheda del composto su IFA-GESTIS
- ^ Scheda del composto su ARPA
- ^ Assessment of density functional theory for the prediction of the nature of the oxirene stationary point, in Journal of Molecular Structure: THEOCHEM, vol. 629, 1–3, 2003, pp. 263–270, DOI:10.1016/S0166-1280(03)00198-2.
- ^ (EN) Errol G. Lewars, Computational Chemistry - Introduction to the Theory and Applications of Molecular and Quantum Mechanics, 2nd, Springer, 2011, DOI:10.1007/978-90-481-3862-3, ISBN 978-90-481-3862-3.
- ^ Wolfgang Kirmse, <2193::AID-EJOC2193>3.0.CO;2-D 100 Years of the Wolff Rearrangement, in European Journal of Organic Chemistry, vol. 2002, n. 14, 2002, pp. 2193–2256, DOI:10.1002/1099-0690(200207)2002:14<2193::AID-EJOC2193>3.0.CO;2-D.
- ^ (EN) Dieter Cremer, The Ozonolysis of AcetyleneA Quantum Chemical Investigation, in Journal of the American Chemical Society, vol. 123, n. 25, June 2001, pp. 6127–6141, DOI:10.1021/ja010166f.
