Solubility of Octahydro-1,3,5,7-tetranitro-1,3,5,7-tetrazocine in 12 Pure Organic Solvents from 298.15 to 358.15 K

Wang, Lei; Chen, Dong; Yu, Yonggang; Li, Hongzhen

doi:10.1021/acs.jced.9b01192

Cited by 35 publications

(36 citation statements)

References 30 publications

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“…Di Toro et al. [8] have determined log P values in four water‐solvent systems, and there is a reasonable amount of data on solubilities in nonaqueous solvents [40–42] These can be converted into log P values for water to (dry) non‐aqueous solvents, taking log Sw as −4.82 [43]. Unfortunately, there is no connection at all between the two sets of log P values – the first time that we have encountered this difficulty.…”

Section: Resultsmentioning

confidence: 99%

Descriptors for High‐Energy Nitro Compounds; Estimation of Thermodynamic, Physicochemical and Environmental Properties

Abraham

Acree

Liu

2020

Propellants Explo Pyrotec

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We have used a variety of physicochemical systems, including water‐solvent partitions, solubility in non‐aqueous solvents, and HPLC and gas chromatographic retentions to obtain descriptors for nitro compounds and high energy compounds. These descriptors can then be used to predict a wide range of other physicochemical properties as well as thermodynamic and environmental properties. We illustrate the latter by predictions of the vapor pressure of sublimation, the enthalpy of sublimation and the heat capacity of sublimation at 298.15 K, and predictions of human skin permeability from water. With respect to the obtained descriptors, the most startling finding is that cyclic high energy compounds, with no ‘active’ hydrogen atom, have a substantial ‘hydrogen bond’ acidity. We suggest that this is due to electron‐deficient ring systems that act as Lewis acids.

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Section: Resultsmentioning

confidence: 99%

Descriptors for High‐Energy Nitro Compounds; Estimation of Thermodynamic, Physicochemical and Environmental Properties

Abraham

Acree

Liu

2020

Propellants Explo Pyrotec

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“…The solubility data were also correlated by another semiempirical model, named the Yaws model − (eq ). It can also be employed to fit the solubility data of a solute at different temperatures in pure solvents.…”

Section: Solubility and Model Calculationmentioning

confidence: 99%

Solubility Behavior and Polymorphism of N-Acetyl-l-proline in 16 Individual Solvents from 283.15 to 323.15 K

Huang

Qiu

et al. 2021

J. Chem. Eng. Data

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The mole fraction solubility data of N-acetyl-l-proline in 16 neat solvents (water, methanol, ethanol, n-propanol, isopropanol, n-butanol, isobutanol, sec-butanol, n-pentanol, acetone, 2-butanone, acetonitrile, dichloromethane, methyl acetate, ethyl acetate, and 1,4-dioxane) covering a temperature range of 283.15–323.15 K were measured by the static gravimetric method. The polymorphism of N-acetyl-l-proline was investigated by the powder X-ray diffraction test and the patterns show that there are two polymorphs within the studied solid–liquid equilibrium systems. The increasing temperature shows a positive effect on N-acetyl-l-proline solubility in all of the solvents and the largest increasing rate is observed in acetonitrile with an increase of 16-fold. The solubility behavior was found to be influenced by five factors including polarity, hydrogen bonding, solvent–solvent interactions, molecular construction, and viscosity. Two thermodynamic models, i.e., the modified Apelblat model and the Yaws model, were used for the correlation of solubility data. To evaluate the fitting results, the average relative deviation (ARD) and root-mean-square deviation (RMSD), as well as the Akaike information criterion (AIC) and Akaike weights, were computed for each model.

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“…The solubility data were also correlated by another semiempirical Yaws model, − which is shown as eq . The meanings of the first two parameters ( A 1 , B 1 ) on the right side of the Yaws model were the same as those of the modified Apelblat model, while the third parameter ( C 1 ) can better describe solubility curves with the special varying trend. …”

Section: Solubility and Model Calculationmentioning

confidence: 99%

Solubility Behavior and Polymorphism of N-Acetyl-dl-methionine in 16 Individual Solvents from 283.15 to 323.15 K

Huang

Qiu

et al. 2021

J. Chem. Eng. Data

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The mole fraction solubility data of N-acetyl-dl-methionine in 16 pure solvents at T = 283.15–323.15 K were measured using the static gravimetric method under a pressure of 98.8 kPa. The polymorphism of N-acetyl-dl-methionine was studied by X-ray powder diffraction analysis, and the results show that there may exist two polymorphs in the studied solid–liquid equilibrium systems. The solubility increased with increasing temperature, and the largest solubility value was obtained in methanol, followed by ethanol > n-propanol > isopropanol > n-butanol > sec-butanol > isobutanol > n-pentanol > acetone > 2-butanone > water > methyl acetate > ethyl acetate > dichloromethane (except for 1,4-dioxane and acetonitrile, which intersect with other solvents). The above solubility behavior is affected by the mutual constraints of polarity, hydrogen bonding, cohesive energy density, viscosity, and molecular structure. In addition, the KAT-LSER model was applied to analyze solute–solvent and solvent–solvent intermolecular interactions. To mathematically represent the measured solubility data, the modified Apelblat model and Yaws model were employed. The average relative deviation (ARD), root-mean-square deviation (RMSD), Akaike information criterion (AIC), and Akaike values of each model were calculated to evaluate the fitting outcomes.

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Solubility of Octahydro-1,3,5,7-tetranitro-1,3,5,7-tetrazocine in 12 Pure Organic Solvents from 298.15 to 358.15 K

Cited by 35 publications

References 30 publications

Descriptors for High‐Energy Nitro Compounds; Estimation of Thermodynamic, Physicochemical and Environmental Properties

Descriptors for High‐Energy Nitro Compounds; Estimation of Thermodynamic, Physicochemical and Environmental Properties

Solubility Behavior and Polymorphism of N-Acetyl-l-proline in 16 Individual Solvents from 283.15 to 323.15 K

Solubility Behavior and Polymorphism of N-Acetyl-dl-methionine in 16 Individual Solvents from 283.15 to 323.15 K

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