Aqueous solubilities of five N-(diethylaminothiocarbonyl)benzimido derivatives at T = 298.15 K

Schröder, Bernd; Martins, Mónia A.R.; Coutinho, João A. P.; Pinho, Simão P.

doi:10.1016/j.chemosphere.2016.06.042

Cited by 5 publications

(6 citation statements)

References 40 publications

(49 reference statements)

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“…The experimental setup was previously used by us [28] and proved to be efficient in the determination of aqueous solubilities of solid substances. In this work, toluene and p-xylene, which have a similar structure and solubility values of the same order of magnitude with the compounds under analysis, were used to validate the method for measuring solubilities of sparingly soluble liquid compounds in water.…”

Section: Methodsmentioning

confidence: 99%

“…The experimental procedure used for the aqueous solubility determination was previously validated by us [28] for solid substances. In this work it is validated for liquid compounds using toluene and p-xylene, molecules with similar structure and solubilities values of the same order of magnitude of the substances under study.…”

Section: Methods Validationmentioning

confidence: 99%

“…Thus, Gouin et al [43] proposed a qualitative approach that allows to have a first screen of compounds with respect to their probable distribution in the environment once released. This was used by us before [28] and is here applied to terpenes and terpenoids. Here, octanol-water (log K OW ) and air-water (log K AW ) partition coefficients are introduced in a two-dimensional plot describing a hypothetical chemical space as represented in Fig.…”

Section: Environmental Distributionmentioning

confidence: 99%

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Terpenes solubility in water and their environmental distribution

Martins

Silva

Ferreira

et al. 2017

Journal of Molecular Liquids

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Terpenes and terpenoids belong to the largest and most diverse class of natural products. Due to the increasing importance of their applications and the emerging perception of their impact on the environment, the available physico-chemical characterization is insufficient. In this work the water solubility of geraniol, linalool, DL-citronellol, thymol, eugenol, carvacrol and p-cymene, in the temperature range from (298.15 to 323.15) K, and at atmospheric pressure, is studied. Due to the low solubility of these compounds a novel technique was adopted for their measurements and validated using the aqueous solubility data for sparingly soluble aromatic compounds. The thermodynamic properties of solution were derived from the experimental data at infinite dilution. It is shown that the solubility of terpenes in water is an endothermic process confirming the existence of UCST phase diagrams, and only for carvacrol and eugenol is entropically driven. The experimental information is shown in a two-dimensional chemical space diagram providing indications to their probable distribution in the environment once released.

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Section: Methodsmentioning

confidence: 99%

Section: Methods Validationmentioning

confidence: 99%

Section: Environmental Distributionmentioning

confidence: 99%

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Terpenes solubility in water and their environmental distribution

Martins

Silva

Ferreira

et al. 2017

Journal of Molecular Liquids

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“…The solubility of water in the eutectic mixtures was evaluated using a Metrohm 831 Karl Fischer, whereas the solubility of thymol in the water-rich phase was measured using a methodology previously detailed elsewhere. 8,28 Theoretical Framework. Solid−Liquid Equilibria.…”

Section: ■ Experimental Sectionmentioning

confidence: 99%

Tunable Hydrophobic Eutectic Solvents Based on Terpenes and Monocarboxylic Acids

Martins

Crespo

Pontes

et al. 2018

ACS Sustainable Chem. Eng.

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229

196

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Recently, some works claim that hydrophobic deep eutectic solvents could be prepared based on menthol and monocarboxylic acids. Despite of some promising potential applications, these systems were poorly understood, and this work addresses this issue. Here, the characterization of eutectic solvents composed of the terpenes thymol or l(−)-menthol and monocarboxylic acids is studied aiming the design of these solvents. Their solid–liquid phase diagrams were measured by differential scanning calorimetry in the whole composition range, showing that a broader composition range, and not only fixed stoichiometric proportions, can be used as solvents at low temperatures. Additionally, solvent densities and viscosities close to the eutectic compositions were measured, showing low viscosity and lower density than water. The solvatochromic parameters at the eutectic composition were also investigated aiming at better understanding their polarity. The high acidity is mainly provided by the presence of thymol in the mixture, while l(−)-menthol plays the major role on the hydrogen-bond basicity. The measured mutual solubilities with water attest to the hydrophobic character of the mixtures investigated. The experimental solid–liquid phase diagrams were described using the PC-SAFT equation of state that is shown to accurately describe the experimental data and quantify the small deviations from ideality.

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“…Although it was originally formulated for computing thermodynamic properties of bulk liquid systems [27], it was extended also for treatment of interphases [28,29]. Particularly solids solubility [30] in organic solvents and their mixtures was the subject of significant interests [31][32][33][34][35][36][37]. Although the obtained results are of relatively poor or at most medium accuracy, they still offer valuable insight into the solid-liquid equilibrium phenomena.…”

Section: Introductionmentioning

confidence: 99%

Application of the Consonance Solvent Concept for Accurate Prediction of Buckminster Solubility in 180 Net Solvents using COSMO-RS Approach

Cysewski

2019

Symmetry

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The default COSMO-RS (Conductor like Screening Model for Real Solvents) approach is incapable of accurate computation of C60 solubility in net solvents. Additionally, there is no adequate selection of single or multiple reference solvent, which can be applied to the whole population of 180 solvents for improving prediction of mole fraction at saturated conditions. This failure cannot be addressed to inaccurate data of the Buckminster fusion, although they pose a challenge for experimental measurement due to intense sublimation of C60 at elevated temperatures and the possibility of solvates precipitation. However, taking advantage of the richness of experimental data of fullerene solubility, it is possible to identify the source of errors expressed in terms of fluidization affinity. Classification of solvents according to the value of this fluidization term allowed for formulation of a consonance solvents approach, which enables accurate prediction of C60 solubility using the single reference solvent method.

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Aqueous solubilities of five N-(diethylaminothiocarbonyl)benzimido derivatives at T = 298.15 K

Cited by 5 publications

References 40 publications

Terpenes solubility in water and their environmental distribution

Terpenes solubility in water and their environmental distribution

Tunable Hydrophobic Eutectic Solvents Based on Terpenes and Monocarboxylic Acids

Application of the Consonance Solvent Concept for Accurate Prediction of Buckminster Solubility in 180 Net Solvents using COSMO-RS Approach

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