19138-90-0Relevant academic research and scientific papers
Production of hexanitrostilbene (HNS)
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, (2008/06/13)
A process for the manufacture of 2,2', 4,4', 6,6-hexanitrostilbene (HNS) from dipicrylethane (DPE) or trinitrotoluene (TNT) which consists of oxidizing DPE or TNE substrate in the presence of an aprotic solvent and a basic salt of a carboxylic acid. The acid preferably consists of an ammonium or an alkali metal salt of a monocarboxylic or a dicarboxylic acid. The reaction step consists of heating the substrate and salt dissolved in the solvent to between 15° and 50° C., and contacting the reaction mixture with dry air or oxygen for up to 2 hours. The HNS product is precipitated out by quenching the reaction mixture in acidified water, and is optionally purified by washing first in methanol and then in acetone.
The Stabilities of Meisenheimer Complexes. Part 38. Kinetic and Equilibrium Studies of the Reaction of 2,2',4,4',6,6'-Hexanitrostilbene with Aliphatic Amines in Dimethyl Sulphoxide
Crampton, Michael R.,Routledge, Paul J.,Golding, Peter
, p. 1785 - 1792 (2007/10/02)
Kinetic and equilibrium data are reported for the reactions of 2,2',4,4',6,6'-hexanitrostilbene (HNS) with four aliphatic amines in dimethyl sulphoxide, and are compared with those for related aromatic nitro-compounds.With each amine the most rapid reaction involves ?-adduct formation by attack at the 3(3')-positions.With the primary amines, n-butylamine and benzylamine, isomerisation to the thermodynamically more stable 1(1')-adducts occurs.However, with the secondary amines piperidine and pyrrolidine, attack at the 1(1')-positions is not observed, and this is attributed to their high steric requirements.It is shown that the formation of ?-adducts may involve rate-limiting proton transfer from zwitterionic intermediates to amine.A slow reaction is observed between HNS and each amine and is likely to involve amine attack at the olefinic bond.
The Stabilities of Meisenheimer Complexes. Part 31. The Reactions of 2,2'4,4'6,6'-Hexanitrostilbene with Alkoxides
Crampton, Michael R.,Routledge, Paul J.,Golding, Peter
, p. 1621 - 1624 (2007/10/02)
1H N.m.r. and visible spectral measurements indicate three types of 1 : 1 interaction of 2,2'4,4'6,6'-hexanitrostilbene with alkoxides. ?-Adducts are formed by attack at the 3- or 1-ring position, while the third interaction may involve attack at the olefinic double bond.A 1 : 2 adduct is produced by attack at the 1- and 1'-ring position.Kinetic and equilibrium results for reactions with methoxide ions in methanol and ethoxide ions in ethanol have been obtained and are compared with those for related compounds.
Method for preparing hexanitrostilbene
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, (2008/06/13)
2,2',4,4',6,6'-hexanitrostilbene, a thermally stable explosive material, isrepared by reacting 2,2',4,4',6,6'-hexanitrobibenzyl with a quinone in a suitable reaction solvent such as hexamethyl phosphoric triamide, dimethyl sulfoxide and N-methyl-pyrrolidi
