Chemistry:Trinitroethylorthocarbonate

From HandWiki

Trinitroethylorthocarbonate, also known as TNEOC, is an organic compound with the chemical formula C(OCH
2
C(NO
2
)
3
)
4
. It is an oxidizer with excellent chemical stability. Its explosion point is 238 °C, and it begins to be decomposed at 200 °C. Its explosion heat is 5.797 J/g and specific volume is 694 L/kg.[1] Its structure is closely related to that of trinitroethylorthoformate (TNEOF). Both are highly explosive and very shock-sensitive, and may be dissolved in nitroalkanes to reduce their shock-sensitivity.[1]

Synthesis

TNEOC can be prepared by the reaction of trinitroethanol with carbon tetrachloride, catalyzed by FeCl3:[2]

4 HOCH
2
C(NO
2
)
3
+ CCl
4
→ TNEOC + 4 HCl

References

  1. 1.0 1.1 Liu, Jiping (2015). Liquid Explosives. Springer. pp. 5, 6, 8, 136, 309. ISBN 9783662458471. https://books.google.com/books?id=NGYiBgAAQBAJ&pg=PA8. Retrieved 26 March 2016. 
  2. Sheremetev, Aleksei B.; Yudin, Igor L. (2005). "Synthesis of 2-R-2,2-dinitroethanol orthoesters in ionic liquids". Mendeleev Communications 15 (5): 204–205. doi:10.1070/mc2005v015n05abeh002157.