Chemistry:Oxadiazole
From HandWiki
Oxadiazoles are a class of heterocyclic aromatic[1] chemical compounds of the azole family with the molecular formula C
2H
2N
2O. There are four isomers of oxadiazole:
-
1,2,3-oxadiazole -
1,2,4-oxadiazole -
1,2,5-oxadiazole
(furazan) -
1,2,4-Oxadiazole, 1,2,5-oxadiazole, and 1,3,4-oxadiazole are all known and appear in a variety of pharmaceutical drugs including raltegravir, butalamine, fasiplon, oxolamine, and pleconaril. The 1,2,3-isomer is unstable and ring-opens to form the diazoketone tautomer;[2] however, it does exist within the unusual sydnone motif.[1]
In 2018, a compound called bis(1,2,4-oxadiazole)bis(methylene) dinitrate which might have 1.5 times the power of TNT was developed at the United States Army Research Laboratory (ARL) working with the Los Alamos National Laboratory.[3]
References
- ↑ 1.0 1.1 John A. Joule; Keith Mills (28 May 2013). Heterocyclic Chemistry. John Wiley & Sons. p. 569. ISBN 1-118-68164-9. https://books.google.com/books?id=SREl8qmp37MC&pg=PA569.
- ↑ Nguyen, Minh Tho; Hegarty, Anthony F.; Elguero, José (August 1985). "Can 1,2,3‐Oxadiazole be Stable?". Angewandte Chemie International Edition in English 24 (8): 713–715. doi:10.1002/anie.198507131.
- ↑ "Double oxadiazole could replace TNT". Chemical & Engineering News. 5 June 2018. https://cen.acs.org/materials/Double-oxadiazole-replace-TNT/96/web/2018/06.
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