Measurement and Correlation of <i>trans</i>-4-Hydroxy-<scp>l</scp>-proline Solubility in Sixteen Individual Solvents and a Water + Acetonitrile Binary Solvent System

Wang

et al. 2021

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The solubility (mole fraction) of ethyl L-thiazolidine-4-carboxylate hydrochloride in 15 individual solvents including water, methanol, ethanol, npropanol, isopropanol, n-butanol, isobutanol, sec-butanol, acetone, 2-butanone, acetonitrile, dichloromethane, methyl acetate, ethyl acetate, and 1,4-dioxane, as well as one binary mixed solvent of ethanol + methyl acetate from 283.15 to 323.15 K was measured by a static gravimetric method. The solid phase of ethyl L-thiazolidine-4-carboxylate hydrochloride in the investigated solvent systems was characterized by the powder X-ray diffraction test. The rising temperature exhibits a positive effect on the ethyl L-thiazolidine-4-carboxylate hydrochloride solubility in pure solvents, while a cosolvency phenomenon was observed in the binary solvent. The solubility behavior in pure solvents was found to be influenced by the mutual effect of six factors including polarity, hydrogenbonding interaction, solvent−solvent interactions, molecular structures, steric effects, and solvent viscosity. In addition, the measured solubility data were fitted utilizing two thermodynamic models, i.e., the modified Apelblat model and the Apelblat−Jouyban−Acree model.

Section: Methodsmentioning

confidence: 55%

Solubility Behavior of Ethyl l-Thiazolidine-4-carboxylate Hydrochloride in 15 Neat Solvents and Ethanol + Methyl Acetate Binary Solvent from 283.15 to 323.15 K

Wang

et al. 2021

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“…The detailed information of the raw materials of Boc-L-proline and solvents is tabulated in Table , and all the chemical reagents were utilized without any further purification. The solubility was experimentally measured by the static gravimetric method, − which had been verified ,,− in our previous publications. The procedures of the experiment for the solubility determination are described in detail in the Supporting Information, and every measurement was conducted at least three times repeatedly for acquiring the final result to compute the solubility value.…”

Section: Methodsmentioning

confidence: 71%

Solubility Behavior of Boc-L-proline in 14 Pure Solvents from 283.15 to 323.15 K

Wang

et al. 2021

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The data on the solubility of Boc-L-proline in 14 monosolvents, namely, water, ethanol, methanol, n-propyl alcohol, isopropyl alcohol, n-butyl alcohol, isobutyl alcohol, sec-butyl alcohol, acetone, acetonitrile, butanone, ethyl acetate, methyl acetate, and dichloromethane (DCM), were measured by a static gravimetric method covering the temperature range of 283.15–323.15 K. The equilibrated solid phase of Boc-L-proline in all the solvent systems was characterized via the test of X-ray powder diffraction. The solubility values in all the solvents are positively correlated with the temperature. The dissolution behavior was affected by the combined effects of four factors consisting of solvent polarity, formation of hydrogen bonds, solvent–solvent intermolecular interactions (represented by cohesive energy density), and molecular structures of solvents and the solute. Additionally, the Yaws model and modified Apelblat model were utilized to fit the data of solubility, and the values of Akaike information criterion as well as Akaike weights were calculated to evaluate the relative applicability of the two solubility models. The results show that the Yaws model could give a better correlation result for the solubility data than the model of modified Apelblat.

“…In this study, the static gravimetric method, − which had been mentioned in our previous works, ,,− was used to measure the solubility of Cbz-Gly in 14 monosolvents at nine temperature points (from 283.15 to 323.15 K elevated by 5 K) and p = 98.8 kPa. The solubility measurements can be summarized into three steps: (a) solid–liquid equilibrium; (b) solid–liquid separation; and (c) analysis of the supernatant.…”

Section: Methodsmentioning

confidence: 99%

Solubility Behavior of N-Carbobenzyloxyglycine in 14 Individual Solvents at Temperatures Ranging from 283.15 to 323.15 K

Huang

et al. 2021

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The solubility of N-carbobenzyloxyglycine (Cbz-Gly) in 14 neat solvents including alcohols (methanol, ethanol, ipropanol, n-propanol, n-butanol, i-butanol, and n-pentanol), ketones (acetone and 2-butanone), esters (methyl acetate and ethyl acetate), and other solvents (acetonitrile, dichloromethane, and water) was measured using the static gravimetric method at the temperature interval "T = 283.15−323.15 K" and the pressure "p = 98.8 kPa". The equilibrated solid phase of Cbz-Gly in the investigated solvent systems was characterized by the powder X-ray diffraction test. The rising temperature shows a positive effect on Cbz-Gly dissolution capacities in the monosolvents, and the following order is obtained: methanol > ethanol > i-propanol > npropanol > n-butanol > n-pentanol > i-butanol (alcohols) and acetone >2-butanone > methyl acetate > ethyl acetate > acetonitrile > dichloromethane > water (nonalcohols). The above solubility behavior is affected by the mutual constraints of polarity, hydrogen bonding, cohesive energy density, viscosity, and molecular structure. Additionally, two thermodynamic models (the modified Apelblat model and the Yaws model) were used to fit the measured solubility data.