Hexamethylene triperoxide diamine HMTD

The peroxide explosives TATP and hexamethylene triperoxide diamine (HMTD) have become popular with terrorists because they are easily prepared from readily obtainable ingredients, although the synthesis is fraught with danger (Figure 2). 

Oxley, J. C., J. L. Smith, H. Chen, and E. Cioffi. Decomposition of multi-peroxidic compounds Part II Hexamethylene triperoxide diamine (HMTD). Thermochem. Acta 388(1-2), 215-225 (2002). 

Heteropoly acid, tungstate-based, 496, 497 Hexacoordinate silyl peroxides, 808-10 , -Hexa-2,4-diene, photooxidation, 254-5 Hexamethyldisiloxane, oxidation, 806-7 Hexamethylene triperoxide diamine (HMTD) enthalpy of formation, 166 explosive, 707-8... 

J.C. Oxley, J.L.Smith, H. Chen, E. Cioffi, Decomposition of Multi-Peroxidic Compounds Part II Hexamethylene Triperoxide Diamine (HMTD) Thermochim. Acta, 388 (2002) 215-225. 

Explosives that were detectable included TNT, dinitrotoluene (DNT), RDX, HMX, PETN, EGDN, NG, Tetryl, ammonium nitrate fuel oil (ANFO), triacetone triperoxide (TATP), and hexamethylene triperoxide diamine (HMTD). Analysis time is less than 15 s. Figure 6 shows schematically how such a portal works ... 

Fig. 15. (a) Differential mobility spectra of triacetone triperoxide (TATP) in air at different concentrations. Product ions can only be detected in the positive mode, negative product ions cannot be observed, (b) Differential mobility spectra of hexamethylene triperoxide diamine (HMTD) in air at different concentrations. Product ions can be detected both in positive and negative polarity. The additional peak in the positive mode could be attributed to a co-eluting solvent, acetonitrile (ACN). 

Fig. 16. Gas chromatography-differential mobility spectrometry (GC-(DMS) topographic plot [retention time (v-axis), compensation voltage (y-axis), intensity (z-axis)] of a mixture of seven explosives (lOOng in acetonitrile) hexamethylene triperoxide diamine (HMTD), ethylene glycol dinitrate (EGDN), triacetone triperoxide (TATP), 2-mononitrotoluene (2-MNT), 4-MNT, 2,4-dinitrotoluene (2,4-DNT), and 2,4,6-trinitrotoluene (TNT).

Fig. 1.14 Molecular structures of triacetone triperoxide (TATP), hexamethylene triperoxide diamine (HMTD), methyl ethyl ketone peroxide (MEKP) and diacetone diperoxide (DADP).

Hexamethylene triperoxide diamine (HMTD) was one of the explosive compounds identified at a property in Escondido, California, in November 2010, which led to the house being intentionally burned to the ground by authorities. Each atom is equivalent to the other atoms of same atomic number (so all six carbons are equivalent, both nitrogens, and so on). Assign HMTD to its point group. 

Oxley, J.C., Smith, J.L., Luo, W., Brady, J. Determining the vapOT pressure of diacetone diperoxide (DADP) and hexamethylene triperoxide diamine (HMTD). Propellants Explosives Pyrotechnics 34,539-543 (2009)... 

Persons, J., Harbison, G.S. The " N quadrupole coupling in hexamethylene triperoxide diamine (HMTD). Magn. Reson. Chem. 45, 905-908 (2007)... 

AN, ammonium nitrate HMTD, hexamethylene triperoxide diamine HMX, C4H8N8O8 NG, nitroglycerin PETN, pentaerythritol tetranitrate RDX, CsHgNgOg TATP, triacetone triperoxide ... 

These are common abbreviations for the following TNT 2,4,6-trinitrotoluene AN ammonium nitrate PETN pentaerythritol tetranitrate HMX octahydro-l,3,5,7,-tetranitro-l,3,4,5-tetrazocine RDX hexahydro-l,3,5-trinitro-s-triazine HMTD hexamethylene triperoxide diamine TATP triacetone triperoxide. 

HMHP see Hydroxymethyl hydroperoxide HMTD (hexamethylene triperoxide diamine), 166, 707-8... 

Hexamethylene triperoxide diamine (l,6-diaza-3,4,8,9,12,13-hexaoxabicyclo [4,4,4]tetradecane HMTD) was first prepared by Legler in 1885. He discovered it while working on the slow combustion of ether. He obtained a solid which, on treatment with ammonia, gave an explosive compound—HMTD [51, 102, 103]. The early history of this substance is described by Bagal [51]. 

Fig. 10.15 HMTD geometry and atom labeling [105]. Reprinted with permission from A. Wierzbicki and E. Cioffi, Density Functional Theory Studies of Hexamethylene Triperoxide Diamine, J. Phys. Chem. A 1999, 103, 8890-8894. Copyright (1999) American Chemical Society...

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