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Revision as of 15:09, 1 May 2011 edit88.73.34.130 (talk) salt was used as colorant, see also de:Dipikrylamin← Previous edit Revision as of 14:52, 5 September 2011 edit undoKamikazeBot (talk | contribs)52,375 editsm r2.7.1) (robot Adding: it:EsanitrodifenilaminaNext edit →
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Revision as of 14:52, 5 September 2011

Hexanitrodiphenylamine
Names
IUPAC name 2,4,6-Trinitro-N-(2,4,6-trinitrophenyl)aniline
Other names HNDA; HNDPA; Dipicrylamine; Hexamine; hexil; hexyl; hexite; hexamin; GE - Hexa; IT - Esanitro difenilamina
Identifiers
CAS Number
3D model (JSmol)
ECHA InfoCard 100.004.581 Edit this at Wikidata
PubChem CID
CompTox Dashboard (EPA)
SMILES
  • C1=C(C=C(C(=C1(=O))NC2=C(C=C(C=C2(=O))(=O))(=O))(=O))(=O)
Properties
Chemical formula C12H5N7O12
Molar mass 439.209 g·mol
Appearance Crystalline solid. Yellow to orange. As ordinarily manufactured, it is yellow brown.
Density 1.64 g/cm (pressed)
Melting point 469° to 473° F (243° to 245° C) with decomposition.
Solubility in water Soluble in acetone, warm glacial acetic acid, nitric acid, or aqueous alkalies except potassium hydroxide.
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

Hexanitrodiphenylamine (abbreviated HND), is an explosive chemical compound with the formula C12H5N7O12. HND was used extensively by the Japanese during World War II but was discontinued due to its toxicity.

Preparation

Dinitrodiphenylamine is treated with 98% nitric acid. The starting material, dinitrodiphenylamine, is obtained from the reaction of aniline, dinitrochlorobenzene, and soda ash.

Applications

HND is a booster-class explosive that was used in World War II by the Germans as a component of Hexanite (60% TNT - 40% HND) and by the Japanese as a component of Kongo (Type 98 H2) (60% Trinitroanisol - 40% HND) for use in bombs, sea mines and depth charges; Seigate (Type 97 H) (60% TNT - 40% HND) for use in torpedo warheads and depth charges; and also in Otsu-B (60% TNT, 24% HND & 16% aluminium powder) for use in torpedo warheads.

Its ammonium salt, also known as Aurantia or Imperial Yellow, was discovered in 1873 by Emil Kopp and used as a yellow colorant for leather, wool and silk in the 19th and early 20th centuries.

Safety and toxicity

A most toxic and poisonous explosive, it attacks the skin, causing blisters which resemble burns. Dust from HND is injurious to the mucous membranes of the mouth, nose, and lungs.

See also

References

  • TM 9-1985-4 Japanese Explosive Ordnance (Bombs, Bomb fuzes, Land mines, Grenades, Firing Devices and Sabotage Devices). Departments of the Army and Air Force. 1953. {{cite book}}: Unknown parameter |month= ignored (help)
  • TM 9-1985-5 Japanese Explosive Ordnance (Army Ammunition, Navy Ammunition). Departments of the Army and Air Force. 1953. {{cite book}}: Unknown parameter |month= ignored (help)
  • Japanese Explosives (USNTMJ-200E-0551-0578 Report 0-25) (Report). U.S. Naval Technical Mission to Japan. 1945. {{cite report}}: Unknown parameter |month= ignored (help)
  1. Science & Society Picture Library: Synthetic colorant, c 1900
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