Hexamethylene triperoxide diamine

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Image:Hexamethylene triperoxide diamine.png
Hexamethylene triperoxide diamine

3,4,8,9,12,13-hexaoxa-1,6-
diazabicyclo[4.4.4]tetradecane
IUPAC name
Chemical formula C6H12N2O6
Molar mass 208.169 g/mol
Shock sensitivity High
Friction sensitivity High
Density 0.88 g/cm3
Explosive velocity ~4511 m/s
RE factor 1.53
Melting point Decomposes at 75 °C, Ignites spontaneously at 133 °C
Autoignition temperature N/A
Appearance white crystalline solid
CAS number 283-66-9
PubChem 61101
SMILES C1N2COOCN(COO1)COOC2

Hexamethylene triperoxide diamine, or HMTD is a high explosive organic chemical compound, first synthesised in 1885 by Legler[1]. 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 As such, it was quickly taken up as a primary explosive in mining applications.[1] However, it has since been superseded by even more stable compounds such as tetryl.

Despite no longer being used in any official application, it 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.[1] The New York Times reported it as the planned explosive in the 2006 transatlantic aircraft plot. [1]

Preparation and properties

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 degrades too quickly for modern commercial and industrial applications, becoming useless in a matter of weeks.

References

da:Hexamethylentriperoxiddiamin de:Hexamethylentriperoxiddiamin he:HMTD lt:HMTD ja:ヘキサメチレントリペルオキシドジアミンfi:HMTD uk:Гексаметилентрипероксиддіамін


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Acknowledgement and Attribution Regarding Sources of Content

Some of the initial content on this page may be incorporated in part from copyleft sources in the public domain including wikis such as Wikipedia and AskDrWiki. Drug information for patients came from the The National Library of Medicine. Infectious disease information may have come from the Centers for Disease Control (CDC). Differential Diagnoses are drawn from clinicians as well as an amalgamation of 3 sources: 1.The Disease Database; 2. Kahan, Scott, Smith, Ellen G. In A Page: Signs and Symptoms. Malden, Massachusetts: Blackwell Publishing, 2004:3; 3. Sailer, Christian, Wasner, Susanne. Differential Diagnosis Pocket. Hermosa Beach, CA: Borm Bruckmeir Publishing LLC, 2002:7 .

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