Structure of 1,2,3-propanetriol trinitrate (β modification), C3H5N3O9

Espenbetov, A. A.; Antipin, M. Yu.; Struchkov, Yu. T.; Philippov, V. A.; Tsirelson, Vladimir G.; Ozerov, R. P.; Svetlov, B. S.

doi:10.1107/s0108270184010775

Cited by 12 publications

(11 citation statements)

References 1 publication

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“…Selected geometric parameters are given in Table 1. The bond lengths and angles in SHN crys- 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 32 33 34 35 36 37 38 39 40 41 42 43 44 45 46 47 48 49 50 51 52 53 54 55 56 tal are very close to those reported for ETN [7d], PETN [19] and nitroglycerin [20], and the differences for chemically equivalent fragments are minor. The only exception is probably the N-O bonds with bridging oxygen atoms, that are shorter for both oxygens connected to secondary carbon atoms (O11-N1 1.391(2), O61-N6 1.407 (2) ) than for atoms connected to tertiary carbons (1.427(2)-1.4370 (18) ); the same trend is also observed in ETN (1.3968 (13) (2) ), which is to be expected for a high density compound.…”

Section: Single Crystal Structure Analysissupporting

confidence: 62%

Reexamination of an Energetic Nitrate Ester SHN

Gribanov

Topchiy

Fedyanin

et al. 2017

Prop., Explos., Pyrotech.

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A well‐known energetic nitrate ester sorbitol hexanitrate (SHN) was synthesized and characterized. SHN was shown to exhibit the highest density at ambient temperature among all known nitrate esters synthesized from simple polyols. SHN was compared with conventional 1,4‐dinitrato‐2,3‐dinitro‐2,3‐bis(nitratomethylene)‐butane (SMX) as a component of plasticizers in compositions comprising polar synthetic polymers (polyurethane and butadiene/acrylonitrile copolymer). Solid–liquid diagrams for SHN and SMX in diethylene glycol dinitrate (DEGDN) are presented. The energy characteristics and densities of the two‐component plasticizers were shown to be higher than those of DEGDN alone.

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Section: Single Crystal Structure Analysissupporting

confidence: 62%

Reexamination of an Energetic Nitrate Ester SHN

Gribanov

Topchiy

Fedyanin

et al. 2017

Prop., Explos., Pyrotech.

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“…The initial ␤-nitroglycerin (NG) structure was built based on X-ray diffraction data [15], with four molecules in a cell and Fig. 2 shows its primitive cell and supercell.…”

Section: Computational Modelmentioning

confidence: 99%

Molecular dynamics study of the structure and performance of simple and double bases propellants

Zhu

Xiao

et al. 2008

Journal of Hazardous Materials

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“…Relative to previous MP2/6-31G* studies of organic nitrates [20], M06/augcc-pVDZ slightly underestimates all bond lengths, with averages of all bond types being 0.010 to 0.026 shorter than MP2/6-31G*. This is also seen when comparing the M06 computations to X-ray crystallography data [32], with CÀC, CÀO, OÀN, and N=O bonds being slightly underestimated by 0.00185, 0.0195, 0.0028, and 0.0036 respectively. Likewise, all computed angles compare favorably with previously reported data [20,23,32,33], with average deviations of less than 1 degree.…”

Section: Resultsmentioning

confidence: 51%

“…This is also seen when comparing the M06 computations to X-ray crystallography data [32], with CÀC, CÀO, OÀN, and N=O bonds being slightly underestimated by 0.00185, 0.0195, 0.0028, and 0.0036 respectively. Likewise, all computed angles compare favorably with previously reported data [20,23,32,33], with average deviations of less than 1 degree. NG and other similar molecules have been previously studied utilizing DFT methods, primarily with the B3LYP functional [13,20,22,23,[34][35][36][37][38][39].…”

Section: Resultsmentioning

confidence: 61%

Structures and Binding Energies of Nitrate Plasticizers DEGDN, TEGDN, and Nitroglycerine

Buszek

Soto

Dailey

et al. 2017

Propellants Explo Pyrotec

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The interactions between nitrate plasticizer ingredients nitroglycerine, diethylene glycol dinitrate (DEGDN), and triethylene glycol dinitrate (TEGDN) have been investigated theoretically and experimentally. Density functional theory (DFT) and second order perturbation theory (MP2) calculations show that intermolecular N−O electrostatic interactions and hydrogen bonding between alkyl hydrogens and oxygen atoms govern the dimer structures, which have predicted binding energies ranging from 20.6 to 39.3 kJ mol−1. Vibrational frequencies observed in the nitrate band fingerprint region of the infrared spectra are in good agreement with the DFT scaled harmonic frequencies. The relative volatility observed in thermal gravimetric analysis (TGA) measurements of the pure ingredients and their 1 : 1 mixtures show reasonable correlation with the DFT dimer binding energies. The similarity in the dimer binding energies of all three plasticizers suggest that their mixtures should be uniformly miscible.

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Structure of 1,2,3-propanetriol trinitrate (β modification), C3H5N3O9

Cited by 12 publications

References 1 publication

Reexamination of an Energetic Nitrate Ester SHN

Reexamination of an Energetic Nitrate Ester SHN

Molecular dynamics study of the structure and performance of simple and double bases propellants

Structures and Binding Energies of Nitrate Plasticizers DEGDN, TEGDN, and Nitroglycerine

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