The Infrared, Raman and NMR Spectra of Hexamethylene Triperoxide Diamine.

Sülzle, Detlev; Klæboe, P.; Grace, D. S. B.; Hopf, Henning; Lehrich, F.; Nielsen, Claus J.; Powell, D. L.; Trætteberg, M.

doi:10.3891/acta.chem.scand.42a-0165

Cited by 29 publications

(22 citation statements)

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“…The characteristic intensity pattern of the peroxide bands (e.g., TATP) between 950 cm -1 and 750 cm -1 are inverted in both techniques: the 777 cm -1 symmetric vibration in stronger in Raman and the asymmetric stretches at 870 cm -1 and 945 cm -1 are stronger in IR. All these bands are consistent with the results of Sülzle and Klaeboe [8]. These results characterized and confirmed the synthesis of HMTD.…”

supporting

confidence: 94%

“…[7] The vibrational spectra and NMR analysis showed that HMTD is a caged like cyclic peroxide. [8] Buttigieg presented an Ion Mobility Spectroscopy study for the detection of TATP and HMTD. [9] Karst and coworkers, developed methods for its detection based on HPLC.…”

Section: Introductionmentioning

confidence: 99%

“…[16] This study presents the characterization and differentiation of HMTD, TMDD and other nitrogen based peroxides by FT-IR and Raman spectroscopy, using the Infrared and Raman studies of Sülle and Klaeboe as reference for HMTD. [8] Also included is a mass spectrometry method development for trace analysis of HMTD and TMDD. Other peroxides were also synthesized which produced common Raman peaks with TATP or DADP.…”

Section: Introductionmentioning

confidence: 99%

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Synthesis, characterization and differentiation of high energy amine peroxides by MS and vibrational microscopy

Peña-Quevedo

Mina-Calmide

Rodríguez

et al. 2006

Sensors, and Command, Control, Communications, and Intelligence (C3I) Technologies for Homeland Security and Homeland Defense V

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Synthesis and characterization of hexamethelene triperoxide diamine (HMTD), tetramethylene diperoxide dicarbamide (TMDD) and tetramethylene diperoxide acetamide (TMDA) using GC-MS, HPLC-MS, FT-IR and Raman Microscopy has been carried out. The study also centered in the synthesis and characterization of other cyclic amine peroxides, including and different forms of caged peroxides from other diaminoalkanes. Interest also was given to the secondary products of all syntheses and the effect of temperature in the composition mixtures of the preparations. Differentiation spectroscopy and spectrometry studies were also conducted. In these studies the differences in the ν(O-O), ν(N-C), ν(N-H), ν(C-O), δ(CH 3 -C) and δ(C-O) bands for Raman and IR were established. For the GC/MS spectrometric studies retention times and fragmentation patterns for GC-MS and GC-FT-IR useful in amine peroxide differentiation were also established.

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supporting

confidence: 94%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Synthesis, characterization and differentiation of high energy amine peroxides by MS and vibrational microscopy

Peña-Quevedo

Mina-Calmide

Rodríguez

et al. 2006

Sensors, and Command, Control, Communications, and Intelligence (C3I) Technologies for Homeland Security and Homeland Defense V

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“…2 Likely because it, like many peroxide explosives, is easily synthesized from commonly available materials, can be used as a primary explosive or detonator, and at the same time is somewhat more stable than most members of this class, it has been implicated in several recent terrorist incidents (Scheme 1). 3 The first deduction of the chemical structure of HMTD has been attributed 4 to Urbanski, and the compound has since been characterized by X-ray crystallography, 5 infrared, 6 Raman, and NMR spectroscopy, 7,8 and computational methods employing density functional theory (DFT). 4,6 Computation indicates the most stable conformation has D 3 symmetry and, remarkable for such a small molecule, is helically chiral ( Fig.…”

Section: Introductionmentioning

confidence: 99%

Helical chirality in hexamethylene triperoxide diamine

Guo

Persons

Harbison

2006

Magnetic Reson in Chemistry

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The primary explosive hexamethylenetriperoxide diamine has previously been found to exist in the solid state as a racemic mixture of helically chiral, threefold symmetric enantiomers; another enantiomeric pair of low-energy conformers has been predicted, but has never been observed. We show by solution 2D NMR at 14 T, in achiral solution and by addition of chiral shift reagents, that all four optically isomeric conformers coexist at slow equilibrium on the NMR timescale at room temperature, and can be observed. Calculations of the 1H and 13C NMR chemical shifts using gauge-including atomic orbital methods are in excellent agreement with experiment; thermochemical calculation of the free energies in solution are in somewhat worse agreement, but correctly predict the relative stability of the conformers. Analysis of the effects of chiral shift reagents on the NMR spectra suggests that discrimination between chiral isomers is primarily around the molecular equator, around which the enantiomeric gauche O--O linkages are arrayed.

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“…TATP can be identified by means of IR spectroscopy or chemical ionization-mass spectrometry (CI-MS) [3,4,12]. Similar methods are also described for the identification of HMTD [12,13]. In addition, HMTD can be determined by LC-MS using atmospheric pressure-chemical ionization (APCI) [14].…”

Section: -13_mentioning

confidence: 99%

Liquid chromatography—Post-column photochemical conversion and electrochemical detection for determination of peroxide-based explosives

Schulte-Ladbeck

Kärst

2003

Chromatographia

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SummaryA quantitative trace analysis method for peroxide-based explosives is described. This method uses reversed-phase high-performance liquid chromatography with post-column UV irradiation and electrochemical detection for analysis of triacetonetriperoxide (TATP) and hexamethylenetriperoxide diamine (HMTD). The analytes are initially separated and subsequently decomposed photochemically to hydrogen peroxide, which is finally determined by electrochemical detection. Parameters of the method were optimized for lowest detection limits and fast separation. The limits of detection were 3 x 10-6 M for both TATP and HMTD, respectively. This detection scheme is significantly easier to use than earlier methods applying photochemical decomposition, enzymatic post-column reaction and fluorescence detection for analysis of peroxide-based explosives.

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The Infrared, Raman and NMR Spectra of Hexamethylene Triperoxide Diamine.

Cited by 29 publications

References 0 publications

Synthesis, characterization and differentiation of high energy amine peroxides by MS and vibrational microscopy

Synthesis, characterization and differentiation of high energy amine peroxides by MS and vibrational microscopy

Helical chirality in hexamethylene triperoxide diamine

Liquid chromatography—Post-column photochemical conversion and electrochemical detection for determination of peroxide-based explosives

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