Solubility of N-phenylanthranilic acid in nine organic solvents from T= (283.15 to 318.15) K: Determination and modelling

Yao, Ganbing; Li, Zhihui; Xia, Zhanxiang; Yao, Qingcang

doi:10.1016/j.jct.2016.08.017

Cited by 81 publications

(44 citation statements)

References 20 publications

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“…A schematic diagram of the experimental apparatus for determining the solubility of bifonazole is shown in Figure S2 of the Supporting Information, which is not significantly different from the previously used apparatus principle. − Here is a brief description of how it works; first of all, what needs to be described is its circulatory system, which consists of a magnetic stirring rotor, a 100 mL sandwiched beaker, and circulating fluid. The circulating fluid consists of a mixture of isopropanol and water and its temperature is controlled by a thermostatic bath (model: QYHX-1030; Shanghai Joyn Electronic Co., Ltd., China; standard uncertainty 0.05 K).…”

Section: Methodsmentioning

confidence: 99%

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Solubility of Bifonazole in Four Binary Solvent Mixtures: Experimental Measurement and Thermodynamic Modeling

Zhang

Huang

2019

J. Chem. Eng. Data

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Methanol (n-propanol, isopropanol, and propylene glycol) and water were mixed in different proportions to form four mixed solvents, which were applied to dissolve bifonazole. The mole fraction of bifonazole was determined by the isothermal dissolution equilibrium technique within T = 278.15–318.15 K and P = 101.1 kPa under the condition that the dissolution system reached equilibrium. The increase in the ratio of organic solvent to water in the mixed solvents and temperature promoted the increase in the solubility of bifonazole. The solvent formed by mixing methanol and water in different proportions was most beneficial for the dissolution of bifonazole in all solution systems at the same percentage of organic solvent and the same temperature. Moreover, the calculated results of the Jouyban–Acree model, the van’t Hoff–Jouyban–Acree model and the modified Apelblat–Jouyban–Acree model are in good agreement with the solubility data of the experimentally measured bifonazole. The mole fraction calculated by the model is not completely consistent with the experimental result, and the maximum average relative deviation between them is 2.76%. The determination of the solubility data of the drug in the mixed solvent is of great value for the improvement of the physical and chemical information of the drug and the analysis of the thermodynamic properties.

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Section: Methodsmentioning

confidence: 99%

“…Throughout the experiment, the mole fraction of bifonazole was obtained at solution equilibrium conditions in mixed solvents by the isothermal static technique, − and the method for analyzing the content of bifonazole in a saturated solution was HPLC (Agilent 1260).…”

Section: Methodsmentioning

confidence: 99%

Solubility of Bifonazole in Four Binary Solvent Mixtures: Experimental Measurement and Thermodynamic Modeling

Zhang

Huang

2019

J. Chem. Eng. Data

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“…Studies were performed in a degassed, saturated solution of N-PhAA in toluene [11]. Figure 1 illustrates the ESR spectra of the radical I with N-phenylanthranilic acid to the solution of toluene (N-PhAA concentration 0.09 mol/l) as a function of the temperature.…”

Section: Resultsmentioning

confidence: 99%

Investigation of intermolecular proton exchange of 3,6-di-tert-butyl-2-oxyphenoxyl withN-phenylanthranilic acid by ESR spectroscopy method

Nikolskiy¹,

Abilkanova²,

Golovenko³

et al. 2020

Bull. of the Kar. Univ. "Chem". Ser.

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Investigation of intermolecular proton exchange of 3,6-di-tert-butyl-2-oxyphenoxyl with N-phenylanthranilic acid by ESR spectroscopy method In this work we studied the intermolecular proton exchange (IPE) reaction between the spin probe of 3,6-ditert-butyl-2-hydroxyphenoxyl (I) and the aromatic amino acid N-phenylanthranilic acid (N-PhAA). The experimental spectra of the 3,6-di-tert-butyl-2-hydroxyphenoxyl-N-phenylanthranilic acid system were recorded using dynamic EPR spectroscopy. The studies were carried out in a non-aqueous indifferent solvent toluene in a wide temperature range. The theoretical EPR spectra of the radical IN -PhAA system corresponding to various process rates were successfully simulated using the ESR-EXHANGE program. This program is written in the modern version of the algorithmic language Fortran 90. The general line-form equation for the four-jump model have been derived from the modified Bloch equations. The second-order rate constants for the intermolecular proton exchange process between radical I and N-PhAA were determined by comparison of the experimental and simulated EPR spectra. The iterative least squares procedure was used for computer analysis of the kinetic data of intermolecular proton exchange and for obtaining activation parameters of the reaction. From kinetic data it follows that N-phenylanthranilic acid has the lowest value of protolytic ability in comparison with aminobenzoic acids.

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“…The mole fraction of solute thifensulfuron methyl was obtained in accordance with isothermal dissolution equilibrium, so that the data were acquired under a saturated solution. − A jacketed flask was used through the entire dissolution process and also provided a place for the solute thifensulfuron methyl to reach saturation with the solvent. A slight excess of solute and the previously prepared mixed solvent (60 mL) were poured into the container together, and then, a rubber stopper was added.…”

Section: Methodsmentioning

confidence: 99%

Equilibrium Solubility Determination and Modeling of Thifensulfuron Methyl in Four Solvent Mixtures

Huang

Zhang

2021

J. Chem. Eng. Data

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This study used five pure solvents as raw materials and formed four sets of mixed solvents by mixing methanol, ethanol, n-propanol, and N,N-dimethyl formamide (DMF) in water. According to the principle of the isothermal static state, the reaction temperature was increased from 278.15 to 323.15 K at 5 K intervals. Under normal pressure (101.1 kPa) and at a constant the mole fraction of the solute, the equilibrium solubility of thifensulfuron methyl was obtained using high-performance liquid chromatography (HPLC). The influence of temperature on the solute cannot be ignored. Low to high amounts of thifensulfuron methyl are dissolved at low to high temperature. The difference was that the water content of the mixed solvent was repulsive to the dissolution of the solute. With the increase in the water content, the mole fraction of thifensulfuron methyl decreased. At any temperature, the same proportion of water was added to the four organic solvents. Compared with other solvents, the mixture of DMF and water had an absolute dissolution advantage. In addition, the Jouyban–Acree model, the van’t Hoff–Jouyban–Acree model, and the Apelblat–Jouyban–Acree model were used to calculate the solubility of thifensulfuron methyl. The obtained average relative deviations were lower than 1.51% for correlative studies. The acquisition of solubility helps to obtain solubility parameters, which is a measure of intermolecular forces. Solubility is required in the fields of recrystallization and fractional crystallization in the chemical industry and the synthesis and separation of compounds.

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Solubility of N-phenylanthranilic acid in nine organic solvents from T= (283.15 to 318.15) K: Determination and modelling

Cited by 81 publications

References 20 publications

Solubility of Bifonazole in Four Binary Solvent Mixtures: Experimental Measurement and Thermodynamic Modeling

Solubility of Bifonazole in Four Binary Solvent Mixtures: Experimental Measurement and Thermodynamic Modeling

Investigation of intermolecular proton exchange of 3,6-di-tert-butyl-2-oxyphenoxyl withN-phenylanthranilic acid by ESR spectroscopy method

Equilibrium Solubility Determination and Modeling of Thifensulfuron Methyl in Four Solvent Mixtures

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