Heptanitrocubane

Heptanitrocubane
Names
	Preferred IUPAC name 1,2,3,4,5,6,7-Heptanitrocubane
Identifiers
CAS Number	99393-62-1 ;
3D model (JSmol)	Interactive image;
ChemSpider	9907240 ;
PubChem CID	11732527;
CompTox Dashboard (EPA)	DTXSID70471268 ;
	InChI InChI=1S/C8HN7O14/c16-9(17)2-1-3(10(18)19)5(2,12(22)23)8(15(28)29)6(2,13(24)25)4(1,11(20)21)7(3,8)14(26)27/h1H Key: GUPWSTKEIMSQHI-UHFFFAOYSA-N ; InChI=1/C8HN7O14/c16-9(17)2-1-3(10(18)19)5(2,12(22)23)8(15(28)29)6(2,13(24)25)4(1,11(20)21)7(3,8)14(26)27/h1H Key: GUPWSTKEIMSQHI-UHFFFAOYAQ;
	SMILES [O-][N+](=O)C14C3C2([N+]([O-])=O)C1([N+]([O-])=O)C5([N+]([O-])=O)C2([N+]([O-])=O)C3([N+]([O-])=O)C45[N+]([O-])=O;
Properties
Chemical formula	C8HN7O14
Molar mass	419.131 g·mol−1
Hazards
	Occupational safety and health (OHS/OSH):
Main hazards	Explosive
Related compounds
Related compounds	Cubane; Octanitrocubane; 2,4,6-Tris(trinitromethyl)-1,3,5-triazine; 4,4’-Dinitro-3,3’-diazenofuroxan; Hexanitrohexaazaisowurtzitane
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Heptanitrocubane /ˌhɛptəˌnaɪtroʊˈkjuːbeɪn/ is an experimental high explosive based on the cubic eight-carbon cubane molecule and closely related to octanitrocubane. Seven of the eight hydrogen atoms at the corners of the cubane molecule are replaced by nitro groups, giving the final molecular formula C₈H(NO₂)₇.

As with octanitrocubane, not enough heptanitrocubane has been synthesized to perform detailed tests on its stability and energy. It is hypothesized to have slightly better performance than explosives such as HMX, the current high-energy standard explosive, based on chemical energy analysis. While in theory not as energetic as octanitrocubane's theoretical maximum density, the heptanitrocubane that has been synthesized so far is a more effective explosive than any octanitrocubane that has been produced, due to more efficient crystal packing and hence higher density.^[1]

Heptanitrocubane was first synthesized by the same team who synthesized octanitrocubane, Philip Eaton and Mao-Xi Zhang at the University of Chicago, in 1999.^[2]

^ Gejji, Shridhar P; Patil, Ujwala N; Dhumal, Nilesh R (2004). "Molecular electrostatic potentials and electron densities in nitrocubanes C8H8−α(NO2)α (α=1–8): Ab initio and density functional study". Journal of Molecular Structure: THEOCHEM. 681 (1–3): 117–127. doi:10.1016/j.theochem.2004.05.012.
^ Mao-Xi Zhang; Philip E. Eaton; Richard Gilardi (2000). "Hepta- and Octanitrocubanes". Angewandte Chemie International Edition. 39 (2): 401–404. doi:10.1002/(SICI)1521-3773(20000117)39:2<401::AID-ANIE401>3.0.CO;2-P. PMID 10649425.

[1] Gejji, Shridhar P; Patil, Ujwala N; Dhumal, Nilesh R (2004). "Molecular electrostatic potentials and electron densities in nitrocubanes C8H8−α(NO2)α (α=1–8): Ab initio and density functional study". Journal of Molecular Structure: THEOCHEM. 681 (1–3): 117–127. doi:10.1016/j.theochem.2004.05.012.

[2] Mao-Xi Zhang; Philip E. Eaton; Richard Gilardi (2000). "Hepta- and Octanitrocubanes". Angewandte Chemie International Edition. 39 (2): 401–404. doi:10.1002/(SICI)1521-3773(20000117)39:2<401::AID-ANIE401>3.0.CO;2-P. PMID 10649425.

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