Trinitroethylorthoformate

Trinitroethylorthoformate
Names
	Systematic IUPAC name Tris(2,2,2-trinitroethyl)orthoformate
	Other names TNEOF;
Identifiers
CAS Number	14548-59-5;
3D model (JSmol)	Interactive image;
ChemSpider	123273;
PubChem CID	139780;
CompTox Dashboard (EPA)	DTXSID80932613 ;
	InChI InChI=1S/C7H7N9O21/c17-8(18)5(9(19)20,10(21)22)1-35-4(36-2-6(11(23)24,12(25)26)13(27)28)37-3-7(14(29)30,15(31)32)16(33)34/h4H,1-3H2 Key: NWWHXKXUBVOXEX-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-];
Properties
Chemical formula	C7H7N9O21
Molar mass	553.174
Appearance	Colorless crystals
Melting point	128 °C (262 °F; 401 K)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
	Infobox references

Trinitroethylorthoformate also known as TNEOF is an explosive with excellent chemical stability. It does not have hygroscopicity, does not dissolve in water, and does not react with acids. It decomposes in aqueous sodium hydroxide solution to release formaldehyde odor. The explosion point of TNEOF is 229 ° C, though it begins to decompose at 190 ° C. Its explosion heat is 6.3076 J/g and specific volume is 682 L/kg.[1] Its structure is closely related to that of trinitroethylorthocarbonate (TNEOC). Both are highly explosive and very shock-sensitive, and may be dissolved in nitroalkanes to reduce their shock-sensitivity.[1]

Synthesis

Trinitroethanol is reacted with chloroform under a catalyst of FeCl₃.

{\ce {{\overset {chloroform}{CHCl3}}+ {\overset {Trinitroethanol}{3HOCH2C(NO2)3}}->[{\ce {FeCl3}}] {TNEOF}+ 3HCl}}

gollark: Although outside of pure parsing ambiguity it does help distinguish people you're referring to in "real life".

gollark: Yes, sentences where it makes a difference are quite rare and also typically rather confusing anyway.

gollark: Also stuff like "Mr" and "Mrs".

gollark: Technically, the language as it can be spoken doesn't require it. However, the language as practically spoken involves them a lot, both as it's convention and because it can disambiguate slightly in certain odd sentences.

gollark: It is also possibly partly due to English bad.

References

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

This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.

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