HMTD

IUPAC Name: 3,4,8,9,12,13-Hexaoxa-1,6-diazabicyclo[4.4.4]tetradecane
The molecular formula of Hexamethylenetriperoxidediamine (CAS NO.283-66-9) is C₆H₁₂N₂O₆.

                                             
The molecular weight of Hexamethylenetriperoxidediamine (CAS NO.283-66-9) is 208.17.
Synonyms of Hexamethylenetriperoxidediamine (CAS NO.283-66-9): 3,4,8,9,12,13-Hexaoxa-1,6-diazabicyclo[4.4.4]tetradecane ; Hexamethylene triperoxide diamine
Appearance: White crystalline solid
Enthalpy of Vaporization: 46.57 kJ/mol
Index of Refraction: 1.532 
Density: 1.46 g/ml 
Flash Point: 65.7 °C   
Boiling Point: 229.1 °C

Despite no longer being used in any official application,Hexamethylenetriperoxidediamine (CAS NO.283-66-9) remains a fairly popular home-made explosive and has been used in a large number of suicide bombings throughout the world, and was possibly used in the 7 July 2005 London bombings.The New York Times reported it as the planned explosive in the 2006 transatlantic aircraft plot.

 HMTD may be prepared by the reaction of an aqueous solution of hydrogen peroxide and hexamine in the presence of citric acid or dilute sulfuric acid as a catalyst.Like other organic peroxides such as acetone peroxide, HMTD is an unstable compound that is sensitive to shock, friction, and heat. This makes the substance extremely dangerous to manufacture. It also reacts with most common metals, which can lead to detonation. HMTD is very stable when pure (acid free) and does not quickly sublime like its acetone counterparts.

The dry material is a powerful explosive that is heat- and shock-sensitive. Explodes on contact with bromine or sulfuric acid. When heated to decomposition it emits toxic fumes of NO_x. See also PEROXIDES, INORGANIC; PEROXIDES, ORGANIC.

DOT Classification:  Forbidden

It is a high explosive organic compound, first synthesised in 1885 by Legler. The theorised structure lent itself well to acting as an initiating, or primary explosive. While still quite sensitive to shock and friction, it was relatively stable compared to other initiating explosives of the time, such as mercury fulminate, and proved to be relatively inexpensive and easy to synthesise. As such, it was quickly taken up as a primary explosive in mining applications. However, it has since been superseded by even more stable compounds such as tetryl.