Hexanitrobenzene
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Hexanitrobenzene, also known as HNB, is a high-
density Density (volumetric mass density or specific mass) is the substance's mass per unit of volume. The symbol most often used for density is ''ρ'' (the lower case Greek letter rho), although the Latin letter ''D'' can also be used. Mathematicall ...
explosive An explosive (or explosive material) is a reactive substance that contains a great amount of potential energy that can produce an explosion if released suddenly, usually accompanied by the production of light, heat, sound, and pressure. An exp ...
compound with
chemical formula In chemistry, a chemical formula is a way of presenting information about the chemical proportions of atoms that constitute a particular chemical compound or molecule, using chemical element symbols, numbers, and sometimes also other symbols, ...
, obtained by
oxidizing Redox (reduction–oxidation, , ) is a type of chemical reaction in which the oxidation states of substrate change. Oxidation is the loss of electrons or an increase in the oxidation state, while reduction is the gain of electrons or a d ...
the
amine In chemistry, amines (, ) are compounds and functional groups that contain a basic nitrogen atom with a lone pair. Amines are formally derivatives of ammonia (), wherein one or more hydrogen atoms have been replaced by a substituent su ...
group of pentanitroaniline with
hydrogen peroxide Hydrogen peroxide is a chemical compound with the formula . In its pure form, it is a very pale blue liquid that is slightly more viscous than water. It is used as an oxidizer, bleaching agent, and antiseptic, usually as a dilute solution (3% ...
in sulfuric acid.


Properties

HNB has the undesirable property of being moderately sensitive to light and, therefore, hard to utilize safely. As of 2021, it is not used in any production explosives applications, though it is used as a precursor chemical in one method of production of TATB, another explosive. HNB was experimentally used as a gas source for explosively pumped gas dynamic laser.Condensed explosive gas dynamic laser
United States Patent 4099142 In this application, HNB and tetranitromethane are preferred to more conventional explosives because the explosion products and are a simple enough mixture to simulate gas dynamic processes and quite similar to conventional gas dynamic laser medium. The water and hydrogen products of many other explosives could interfere with vibrational states of in this type of laser.


Preparation

During World War II, a method of synthesis of hexanitrobenzene was suggested in Germany, and the product was supposed to be manufactured on a semi-industrial scale according to the following scheme: : (partial reduction) : (nitration) : (oxidation) Complete nitration of benzene is practically impossible because the nitro groups are
deactivating groups In electrophilic aromatic substitution reactions, existing substituent groups on the aromatic ring influence the overall reaction rate or have a directing effect on positional isomer of the products that are formed. An electron donating group (EDG) ...
for further nitration.


Additional properties

*
Chapman Chapman may refer to: Businesses * Chapman Entertainment, a former British television production company * Chapman Guitars, a guitar company established in 2009 by Rob Chapman * Chapman's, a Canadian ice cream and ice water products manufacturer ...
-Jouget detonation pressure: 43 GPa * Crystal Density: 2.01


See also

* ONC *
Tetryl 2,4,6-Trinitrophenylmethylnitramine commonly referred to as tetryl ( C7 H5 N5 O8) is an explosive compound used to make detonators and explosive booster charges. Tetryl is a nitramine booster explosive, though its use has been largely supersed ...
* TNT * RE factor


Notes


References


Heats of Formation and Chemical Compositions

The synthesis and characterisation of halogen and nitro phenyl azide derivatives as highly energetic materials., PhD Thesis, Adam, D; 2001
* * * {{cite journal, doi=10.1007/BF00744430, volume= 7 , title=Crystal and molecular structure of hexanitrobenzene , journal= Journal of Structural Chemistry , author1=Z. A. Akopyan , author2=Yu. T. Struchkov , author3=V. G. Dashevskii , pages=385–392, year=1966, issue=3, s2cid= 96053767 Nitrobenzenes Explosive chemicals