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'''HHTDD''' 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.<ref>{{cite journal|doi =10.1021/jo00010a043|title =Facile synthesis and nitration of cis-syn-cis-2,6-dioxodecahydro-1H,5H-diimidazo[4,5-b:4',5'-e]pyrazine|year =1991|last1 =Vedachalam|first1 =Murugappa|last2 =Ramakrishnan|first2 =Vayalakkavoor T.|last3 =Boyer|first3 =Joseph H.|last4 =Dagley|first4 =Ian J.|last5 =Nelson|first5 =Keith A.|last6 =Adolph|first6 =Horst G.|last7 =Gilardi|first7 =Richard|last8 =George|first8 =Clifford|last9 =Flippen-Anderson|first9 =Judith L.|journal =The Journal of Organic Chemistry|volume =56|issue =10|pages =3413–3419}}</ref>
'''HHTDD''' 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.<ref>{{cite journal|doi =10.1021/jo00010a043|title =Facile synthesis and nitration of cis-syn-cis-2,6-dioxodecahydro-1H,5H-diimidazo[4,5-b:4',5'-e]pyrazine|year =1991|last1 =Vedachalam|first1 =Murugappa|last2 =Ramakrishnan|first2 =Vayalakkavoor T.|last3 =Boyer|first3 =Joseph H.|last4 =Dagley|first4 =Ian J.|last5 =Nelson|first5 =Keith A.|last6 =Adolph|first6 =Horst G.|last7 =Gilardi|first7 =Richard|last8 =George|first8 =Clifford|last9 =Flippen-Anderson|first9 =Judith L.|journal =The Journal of Organic Chemistry|volume =56|issue =10|pages =3413–3419}}</ref>

==See also==
*[[2,4,6-Tris(trinitromethyl)-1,3,5-triazine]]
*[[4,4’-Dinitro-3,3’-diazenofuroxan]] (DDF)
*[[Heptanitrocubane]]
*[[Octanitrocubane]]


==References==
==References==

Revision as of 19:15, 7 July 2011

HHTDD
Names
IUPAC name
2,6-dioxo-1,3,4,5,7,8-hexanitrodecahydro-1H,5H-diimidazo[4,5-b:4',5'-e]pyrazine
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
  • O=C2N([N](=O)=O)C3C(N2[N](=O)=O)N([N](=O)=O)C1C(N3[N](=O)=O)N([N](=O)=O)C(=O)N1[N](=O)=O
Properties
C6H4N12O14
Molar mass 468.168
Explosive data
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

HHTDD 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]

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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