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
IUPAC name 2,6-Dioxo-1,3,4,5,7,8-hexanitrodecahydro-1H,5H-diimidazo[4,5-b:4',5'-e]pyrazine
Other names Hexanitrohexaazatricyclododecanedione DTNGU Naza/Namsorguyl/uryl HnHaza/amTcDglcDuryl
Identifiers
CAS Number	115029-33-9
3D model (JSmol)	Interactive image
ChemSpider	23078717
PubChem CID	14870237
InChI 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 Key: ZFBXJPJQJKATGM-UHFFFAOYSA-N 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
SMILES 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
Chemical formula	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

• TNGU
• 2,4,6-Tris(trinitromethyl)-1,3,5-triazine
• 4,4’-Dinitro-3,3’-diazenofuroxan (DDF)
• Heptanitrocubane
• Octanitrocubane
• RE factor

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.