HHTDD

HHTDD (hexanitrohexaazatricyclododecanedione) is a powerful but moisture sensitive explosive compound. It is essentially an open analogue of the cyclic nitroamine cage compounds such as CL-20. While it is highly explosive, with a velocity of detonation even higher than that of CL-20, HHTDD readily decomposes in the presence of even trace amounts of water, making it unsuitable for any practical applications.[1]

HHTDD
Names
Preferred IUPAC name
1,3,4,5,7,8-Hexanitrooctahydrodiimidazo[4,5-b:4′,5′-e]pyrazine-2,6(1H,3H)-dione
Other names
Hexanitrohexaazatricyclododecanedione
DTNGU
Naza/Namsorguyl/uryl HnHaza/amTcDglcDuryl
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C6H4N12O14/c19-5-9(15(25)26)1-2(10(5)16(27)28)8(14(23)24)4-3(7(1)13(21)22)11(17(29)30)6(20)12(4)18(31)32/h1-4H checkY
    Key: ZFBXJPJQJKATGM-UHFFFAOYSA-N checkY
  • InChI=1/C6H4N12O14/c19-5-9(15(25)26)1-2(10(5)16(27)28)8(14(23)24)4-3(7(1)13(21)22)11(17(29)30)6(20)12(4)18(31)32/h1-4H
    Key: ZFBXJPJQJKATGM-UHFFFAOYAE
  • C12C(N(C3C(N1[N+](=O)[O-])N(C(=O)N3[N+](=O)[O-])[N+](=O)[O-])[N+](=O)[O-])N(C(=O)N2[N+](=O)[O-])[N+](=O)[O-]
Properties
C6H4N12O14
Molar mass 468.168 g·mol−1
Explosive data
Detonation velocity 9700 m/s
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

See also

References
  1. Vedachalam, Murugappa; Ramakrishnan, Vayalakkavoor T.; Boyer, Joseph H.; Dagley, Ian J.; Nelson, Keith A.; Adolph, Horst G.; Gilardi, Richard; George, Clifford; Flippen-Anderson, Judith L. (1991). "Facile synthesis and nitration of cis-syn-cis-2,6-dioxodecahydro-1H,5H-diimidazo[4,5-b:4',5'-e]pyrazine". The Journal of Organic Chemistry. 56 (10): 3413–3419. doi:10.1021/jo00010a043.


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