4,4'-Dinitro-3,3'-diazenofuroxan

4,4’-Dinitro-3,3’-diazenofuroxan (DDF) is a powerful experimental high explosive, with performance comparable to that of other high-density high-explosives such as octanitrocubane. It is synthesised by oxidative coupling of 4-amino-3-(azidocarbonyl)furoxan followed by Curtius rearrangement and further oxidation.^[1][2]

4,4'-Dinitro-3,3'-diazenofuroxan

Names
IUPAC name (E)-4-Nitro-N-[(E)-(4-nitro-2-oxo-1,2,5-oxadiazol-2-ium-3-ylidene)amino]-2-oxido-1,2,5-oxadiazol-3-imine
Other names DDF 4,4’-dinitro-3,3’-diazenofuroxan bis(4-nitro-5-oxido-1,2,5-oxadiazol-5-ium-3-yl)diazene
Identifiers
3D model (JSmol)	Interactive image
ChemSpider	65321374
PubChem CID	15333368
CompTox Dashboard (EPA)	DTXSID801336173
InChI InChI=1S/C4N8O8/c13-9(14)3-1(7-19-11(3)17)5-6-2-4(10(15)16)12(18)20-8-2 Key: OWPQEEJZQLEILY-UHFFFAOYSA-N
SMILES C1(=NO[N+](=C1[N+](=O)[O-])[O-])N=NC2=NO[N+](=C2[N+](=O)[O-])[O-]
Properties
Chemical formula	C4N8O8
Molar mass	288.092 g/mol
Density	2.02 g/cm3
Hazards
Occupational safety and health (OHS/OSH):
Main hazards	Highly Explosive
Explosive data
Detonation velocity	10,000 m/s
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is YN ?) Infobox references

See also

• 2,4,6-Tris(trinitromethyl)-1,3,5-triazine
• Octanitrocubane (ONC)
• Octaazacubane (N8)
• Hexanitrobenzene (HNB)
• Hexanitrohexaazaisowurtzitane (HNIW)
• Heptanitrocubane (HNC)
• Hexanitrohexaazatricyclododecanedione (HHTDD)

References

1. Blinnikov AN, Kulikov AS, Makhova NN, Ovchinnikov IV, Pivina TS (1999). 4-Amino-3-azidocarbonyl Furoxan as an Universal Synthon for the Synthesis of Energetic Compounds of the Furoxan Series. 30th International Annual Conference of ICT. Karlsruhe, Germany. pp. 58/1–58/10.
2. Agrawal JP, Hodgson RD (2007). Organic Chemistry of Explosives. John Wiley & Sons Ltd. p. 303. ISBN 978-0-470-02967-1.