2,4,6-Tris(trinitromethyl)-1,3,5-triazine

2,4,6-Tris(trinitromethyl)-1,3,5-triazine is a chemical compound that is a derivative of triazine first prepared in 1995.[1] It is synthesized by destructive nitration of 2,4,6-tricarboxyl-1,3,5-triazine. It is noteworthy for having more nitro groups than it does carbon atoms, thus potentially being useful as an oxygen source, or added to oxygen-poor explosives to increase their power.

2,4,6-Tris(trinitromethyl)-1,3,5-triazine
2,4,6-Tris(trinitromethyl)-1,3,5-triazine
Ball-and-stick model of the 2,4,6-tris(trinitromethyl)-1,3,5-triazine molecule
Names
Preferred IUPAC name
Tris(trinitromethyl)-1,3,5-triazine
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C6N12O18/c19-10(20)4(11(21)22,12(23)24)1-7-2(5(13(25)26,14(27)28)15(29)30)9-3(8-1)6(16(31)32,17(33)34)18(35)36 checkY
    Key: MTNISTQLDNOGTM-UHFFFAOYSA-N checkY
  • InChI=1/C6N12O18/c19-10(20)4(11(21)22,12(23)24)1-7-2(5(13(25)26,14(27)28)15(29)30)9-3(8-1)6(16(31)32,17(33)34)18(35)36
    Key: MTNISTQLDNOGTM-UHFFFAOYAO
  • O=[N+]([O-])C(c1nc(nc(n1)C([N+]([O-])=O)([N+]([O-])=O)[N+]([O-])=O)C([N+]([O-])=O)([N+]([O-])=O)[N+]([O-])=O)([N+]([O-])=O)[N+]([O-])=O
Properties
C6N12O18
Molar mass 528.132 g·mol−1
Density 1.91 g/cm3
Melting point 91 to 92 °C (196 to 198 °F; 364 to 365 K)
Related compounds
Related compounds
 4,4’-Dinitro-3,3’-diazenofuroxan
Cyanuric triazide
Hexanitrohexaazaisowurtzitane
Octanitrocubane
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Derivatives have been prepared by nucleophilic displacement of the nitro groups with azide and hydrazine.[2]

References
  1. Shastin AV, Godovikova TI, Golova SP, Kuz'min VS, Khmel'nitskii LI, Korsunskii BL (1995). "Synthesis of 2,4,6-Tris(trinitromethyl)-1,3,5-triazine". Mendeleev Communications. 5: 17–18. doi:10.1070/MC1995v005n01ABEH000440.
  2. Shastin AV, Godovikova TI, Korsunskii BL (2003). "Nucleophilic Substitution Reactions of 2,4,6-Tris(trinitromethyl)-1,3,5-triazine. 3. Reaction of 2,4,6-Tris(trinitromethyl)-1,3,5-triazine with Azides and Hydrazine". Chemistry of Heterocyclic Compounds. 39 (3): 354–356. doi:10.1023/A:1023970928207. S2CID 106383383.
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