“…These were assigned to species with terminal hydroperoxy groups. In the 13 C NMR spectrum of the sample of the 1:1 HP:acetone, the resonance associated with the methyl groups of 2-hydroxy-2-hydroperoxypropane (I) and the 2,2-dihydroperoxypropane (II) were observed at 20 and 24 ppm, respectively, as well as in the carbonyl region at 102 and 109, respectively. With daily monitoring, new 13 C resonances were observed in the methyl region: four between 20-21 ppm and three between 24-25 ppm.…”
Section: Assignments Of Intermediates From Nmr and Gc/ms Are Given Inmentioning
confidence: 99%
“…Neither tetrachloro-DADP nor hexachloro-TATP was observed, suggesting their formation may be sterically hindered. Interestingly, no incorporation of 1,1 dichloroacetone nor monochloroacetone was observed ( 1 H, 13 C, GC/MS) even in the presence of acid (Table 3). Nevertheless, the observation of dichloro-substituted TATP indicates ring opening and re-closing does occur.…”
Section: Acetone Exchange In Tatpmentioning
confidence: 99%
“…1 to 3, Table 4 Table 4). The effect of temperature has been discussed by others without agreement [8,11,13]. Generally, TATP is favored at lower temperatures, but the effect of temperature can be manipulated by other factors such as solvent.…”
Section: Effect Of Solvent and Temperaturementioning
confidence: 99%
“…Final products were analyzed by GC/MS, GC/uECD, 1 H NMR and 13 C NMR. Anhydrous hydrogen peroxide was prepared by dissolving 20 g of L-serine in 20 mL 65 wt% hydrogen peroxide and following procedure given in reference 6.…”
A comprehensive mechanistic study regarding acetone peroxides reveals that water has a profound effect on the formation of the solid cyclic peroxides, TATP and DADP. The identification and rate of occurrence of reaction intermediates as well as compositions of the final products offer explanation for previously reported results indicating that acid type and hydrogen peroxide concentration affect the acid catalyzed reaction between acetone and hydrogen peroxide. A kinetics study of the decomposition of TATP revealed the effects of water and alcohols. They generally retard conversion of TATP to DADP and leads complete decomposition of TATP by acid. A mechanism is proposed for the production of TATP and DADP.
“…These were assigned to species with terminal hydroperoxy groups. In the 13 C NMR spectrum of the sample of the 1:1 HP:acetone, the resonance associated with the methyl groups of 2-hydroxy-2-hydroperoxypropane (I) and the 2,2-dihydroperoxypropane (II) were observed at 20 and 24 ppm, respectively, as well as in the carbonyl region at 102 and 109, respectively. With daily monitoring, new 13 C resonances were observed in the methyl region: four between 20-21 ppm and three between 24-25 ppm.…”
Section: Assignments Of Intermediates From Nmr and Gc/ms Are Given Inmentioning
confidence: 99%
“…Neither tetrachloro-DADP nor hexachloro-TATP was observed, suggesting their formation may be sterically hindered. Interestingly, no incorporation of 1,1 dichloroacetone nor monochloroacetone was observed ( 1 H, 13 C, GC/MS) even in the presence of acid (Table 3). Nevertheless, the observation of dichloro-substituted TATP indicates ring opening and re-closing does occur.…”
Section: Acetone Exchange In Tatpmentioning
confidence: 99%
“…1 to 3, Table 4 Table 4). The effect of temperature has been discussed by others without agreement [8,11,13]. Generally, TATP is favored at lower temperatures, but the effect of temperature can be manipulated by other factors such as solvent.…”
Section: Effect Of Solvent and Temperaturementioning
confidence: 99%
“…Final products were analyzed by GC/MS, GC/uECD, 1 H NMR and 13 C NMR. Anhydrous hydrogen peroxide was prepared by dissolving 20 g of L-serine in 20 mL 65 wt% hydrogen peroxide and following procedure given in reference 6.…”
A comprehensive mechanistic study regarding acetone peroxides reveals that water has a profound effect on the formation of the solid cyclic peroxides, TATP and DADP. The identification and rate of occurrence of reaction intermediates as well as compositions of the final products offer explanation for previously reported results indicating that acid type and hydrogen peroxide concentration affect the acid catalyzed reaction between acetone and hydrogen peroxide. A kinetics study of the decomposition of TATP revealed the effects of water and alcohols. They generally retard conversion of TATP to DADP and leads complete decomposition of TATP by acid. A mechanism is proposed for the production of TATP and DADP.
“…The synthesis of the peroxides was following the general preparation of cyclic peroxides [9][10][11], with the specific ketone and hydrogen peroxide in a 1:1 molar ratio (2 mL ketone mixed with 2 mL H 2 O 2 ) in a cold system catalyzed by a strong acid (HCl, H 2 SO 4 or HCH 3 SO 3 ). The ketones and aldehyde were cooled to between 0°C and -5°C with acid, in pure form and in dichloromethane solution.…”
Peroxide-based explosives have become of increased interest mainly because they are easily prepared and are not detected by traditional detection devices. The thermal behavior of triacetone triperoxide (TATP), a cyclic peroxide explosive was characterized by Differential Scanning Calorimetry (DSC) and Thermal Gravimetric Analysis (TGA). Dynamic and isothermal methods were used to characterize the sublimation process and to measure the vapor pressure at a temperature range under exothermic decomposition. The enthalpy of sublimation and kinetic parameters were estimated from direct mass loss rate measurements. Melting point, decomposition temperature and enthalpies of transitions were determined and compared to other known materials. The values were also compared to other recently reported values. The results of this study will help in the development of standoff detection technologies for improvised explosive devices using peroxide based materials.
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