Theoretical studies of the NTO unimolecular decomposition

Wang, Yeong-Ming; Chen, Cheng; Lin, Shi-Chun

doi:10.1016/s0166-1280(98)00308-x

Cited by 42 publications

(45 citation statements)

References 31 publications

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“…Most of previously published experimental and computational studies have investigated physical and chemical properties of NTO in gas phase [7][8][9][10][11][12][13][14][15]. Some of such properties are: Melting point (°C): 273 (decomposition) [10]; oxygen balance (%): -24.0 [11]; crystal density (g/ cm 3 ): 1.911 [12], 1.93 [13][14][15].…”

Section: Introductionmentioning

confidence: 99%

Computational study of NTO (5-nitro-2,4-dihydro-3H-1,2,4-triazol-3-one) tautomeric properties in aqueous solution

Golius

Gorb²,

Scott

et al. 2015

Struct Chem

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This study focuses on elucidating the stable forms of a new energetic material that is a member of the class of insensitive munitions (IM), 5-nitro-2,4-dihydro-3H-1,2,4-triazol-3-one (NTO), including its tautomers, and anions. The geometry and properties of all compounds were calculated using density functional theory (M06-2X) and MP2 quantum chemical approaches. Calculations were carried out in the gas phase and in aqueous solution. Chemical stability of these compounds was evaluated in terms of the Gibbs free energy change. Two different solvation models were applied (CPCM and PCM). Calculations showed that overall differences in the results obtained using these two solvation models are negligible for all compounds considered. All possible NTO tautomers were examined and the results are in good agreement with previous studies performed in the gas phase. The stability order was revealed to be slightly dependent on the method applied. In order to estimate acidic properties of NTO, anions of several NTO tautomers were analyzed. In addition, pK a values were calculated using different approaches. As compared with available experimental data it was found that the conductor-like screening model for real solvents approach leads to more accurate estimation of the pK a value than the CPCM and PCM approaches. The pK a value calculated using PCM and CPCM data showed large errors; however, it was proven that the pattern of deprotonation energy was correctly estimated.

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Section: Introductionmentioning

confidence: 99%

Computational study of NTO (5-nitro-2,4-dihydro-3H-1,2,4-triazol-3-one) tautomeric properties in aqueous solution

Golius

Gorb²,

Scott

et al. 2015

Struct Chem

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“…Its explosive nature was recognized later. A large number of papers related to NTO and its tautomers 1A and 1B have been published [11]. As a result of these properties of NTO, it was first characterized as an insensitive energetic material in 1988 [12].…”

Section: Introductionmentioning

confidence: 99%

Quantum chemical study on 5-nitro-2,4-dihydro-3H-1,2,4-triazol-3-one (NTO) and some of its constitutional isomers

Türker

Atalar

2006

Journal of Hazardous Materials

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“…In last decades, much attention has been focused on the research of energetic catalysts, which usually contain nitro groups on the molecule, in order to adjust trajectory properties of solid propellants. In the case of energetic catalysts in two-base propellants, metal salts, particularly copper and lead salts, of polynitrophenols [1], picric acids [2][3][4][5][6] and 3-nitro-1,2,4-triazole-5-one (NTO) [7][8][9][10][11][12][13] have been extensively studied. In contrast, few metal salts of polynitropyridone derivatives are investigated and no crystal structures have been reported until we begin to study their molecular structures and thermodecomposition behaviors [14,15], while polynitropyridone derivatives are found themselves in many other applications [16][17][18].…”

Section: Introductionmentioning

confidence: 99%

Syntheses, Structural Characterization and Thermoanalysis of Transition-Metal Compounds Derived from 3,5-Dinitropyridone

et al. 2009

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Nine metal compounds of Mn(II), Zn(II) and Cd(II) derived from dinitropyridone ligands (3,5-dinitro-pyrid-2-one, 2HDNP; 3,5-dinitropyrid-4-one, 4HDNP and 3,5-dinitropyrid-4-one-Nhydroxide, 4HDNPO) were characterized by elemental analysis, FT-IR and partly by TG-DSC. Three of which were further structurally characterized by X-ray single-crystal diffraction analysis. The structures of the three compounds, Mn(4DNP) 2 (H 2 O) 4 , 4, Zn(4DNPO) 2 (H 2 O) 4 , 8, and Cd (4DNPO) 2 (H 2 O) 4 , 9, crystallize in the monoclinic space group P2(1)/n and Z = 2, with a = 8.9281 (9), b = 9.1053(9), c = 10.6881(11) Å, β = 97.9840(10)° for 4; a = 8.4154(7), b = 9.9806(8), c = 10.5695(8) Å, β = 97.3500(10)° for 8; a = 8.5072(7), b = 10.2254(8), c = 10.5075(8) Å, β 96.6500 (10)° for 9. All three complexes are octahedral consisting of four equatorial water molecules, and two nitrogen or oxygen donor ligands (DNP or DNPO). The abundant hydrogen-bonding and π-π stacking interactions seem to contribute to stabilization of the crystal structures of the compounds. The TG-DTG results revealed that the complexes showed a weight loss sequence corresponding to all coordinated water molecules, nitro groups, the breaking of the pyridine rings and finally the formation of metal oxides.

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Theoretical studies of the NTO unimolecular decomposition

Cited by 42 publications

References 31 publications

Computational study of NTO (5-nitro-2,4-dihydro-3H-1,2,4-triazol-3-one) tautomeric properties in aqueous solution

Computational study of NTO (5-nitro-2,4-dihydro-3H-1,2,4-triazol-3-one) tautomeric properties in aqueous solution

Quantum chemical study on 5-nitro-2,4-dihydro-3H-1,2,4-triazol-3-one (NTO) and some of its constitutional isomers

Syntheses, Structural Characterization and Thermoanalysis of Transition-Metal Compounds Derived from 3,5-Dinitropyridone

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