Trinitroethylorthocarbonate

Trinitroethylorthocarbonate
Names

Other names TNEOC
Identifiers
CAS Number	14548-58-4
3D model (JSmol)	Interactive image
ChemSpider	123272
PubChem CID	139779
InChI InChI=1S/C9H8N12O28/c22-10(23)5(11(24)25,12(26)27)1-46-9(47-2-6(13(28)29,14(30)31)15(32)33,48-3-7(16(34)35,17(36)37)18(38)39)49-4-8(19(40)41,20(42)43)21(44)45/h1-4H2 Key: JPTHXHQVODRICI-UHFFFAOYSA-N
SMILES C(C([N+](=O)[O-])([N+](=O)[O-])[N+](=O)[O-])OC(OCC([N+](=O)[O-])([N+](=O)[O-])[N+](=O)[O-])(OCC([N+](=O)[O-])([N+](=O)[O-])[N+](=O)[O-])OCC([N+](=O)[O-])([N+](=O)[O-])[N+](=O)[O-]
Properties
Chemical formula	C₉H₈N₁₂O₂₈
Molar mass	732.22 g·mol⁻¹
Appearance	Colorless crystals
Melting point	161 °C (322 °F; 434 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Trinitroethylorthocarbonate also known as TNEOC 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

Trinitroethanol reacts with carbon tetrachloride under a catalyst of FeCl₃.

{\ce {\overbrace {CCl4} ^{Carbon\ tetrachloride}+\overbrace {4HOCH2C(NO2)3} ^{Trinitroethanol}->[{\ce {FeCl3}}]{TNEOC}+4HCl}}

References

1 2 Liu, Jiping (2015). Liquid Explosives. Springer. pp. 5, 6, 8, 136, 309. ISBN 9783662458471. Retrieved 26 March 2016.

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