{"title":"Determination of the Effects of Surfactants and Cyclodextrins as Co-solvent on the Solubility of Poorly Water-Soluble Flavonoid Naringin","authors":"Hiroyuki Matsuda, Masahiro Kosuge, Rena Yoshimura, Yuma Naito, Tomoya Tsuji, Kiyofumi Kurihara, Katsumi Tochigi","doi":"10.1007/s10953-025-01442-7","DOIUrl":"10.1007/s10953-025-01442-7","url":null,"abstract":"<div><p>The aim of this work is to experimentally determine co-solvent effects on the solubility of a poorly water-soluble flavonoid. Naringin, a flavonoid glycoside, was studied as a model poorly water-soluble compound. Two surfactants (sodium lauryl sulfate and polyoxyethylene sorbitan monooleate (Tween 80)), and three cyclodextrins (CDs: β-CD, 2-hydroxypropyl-β-CD, and dimethyl-β-CD) were studied as co-solvents by measuring the solubilities of naringin at 298.15 K using high-performance liquid chromatography in water/co-solvent mixtures. The stability constants of the co-solvent/solute systems were evaluated by the Higuchi–Connors solubility method. According to these results, dimethyl-β-CD had the highest co-solvent effect among the CDs. Modeling of the experimental solubility data were performed using the modified Chrastil model.</p></div>","PeriodicalId":666,"journal":{"name":"Journal of Solution Chemistry","volume":"54 5","pages":"626 - 640"},"PeriodicalIF":1.4,"publicationDate":"2025-03-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143883547","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Hadi Taheri Parsa, Hossein Iloukhani, Khatereh Khanlarzadeh
{"title":"Thermodynamic Analysis and Modeling Excess Molar Enthalpy in Mixtures Containing Acetonitrile + Chlorinated Ethane or Ethylene","authors":"Hadi Taheri Parsa, Hossein Iloukhani, Khatereh Khanlarzadeh","doi":"10.1007/s10953-025-01430-x","DOIUrl":"10.1007/s10953-025-01430-x","url":null,"abstract":"<div><p>In this study, we calculated the excess molar enthalpy <span>(H_{m}^text{E})</span>, of acetonitrile mixed with 1,2-dichloroethane, 1,1,1-trichloroethane, 1,1,2,2-tetrachloroethane, trichloroethylene, and tetrachloroethylene using a calorimetric method at a temperature of 303.15 K and a pressure of 81.5 kPa with a Parr/1455 solution calorimeter. We also determined the excess partial molar enthalpies <span>(overline{{H_{m,i}^text{E} }})</span>, excess partial molar enthalpies at infinite dilution <span>(overline{{H_{m,i}^{text{E},infty } }})</span>, and the intermolecular interactions function <span>(H_{i - i}^{{}})</span>. The results were analyzed using the Redlich–Kister polynomial relation. Various local composition models, including Wilson, Universal Quasi-Chemical (UNIQUAC), and Non-Random Two-Liquid (NRTL) were investigated. The equation state of Prigogine Flory–Patterson (PFP), was also applied. Notably, acetonitrile showed exothermic behavior when mixed with 1,2-dichloroethane and 1,1,2,2-tetrachloroethane, whereas it exhibited endothermic behavior with 1,1,1-trichloroethane, trichloroethylene, and tetrachloroethylene. Endothermic behavior (positive enthalpies of mixing) signifies that the actual enthalpy of mixing is higher than expected for an ideal solution, indicating repulsive interactions. In contrast, exothermic behavior (negative enthalpies of mixing) denotes that the actual enthalpy of mixing is lower than expected, suggesting attractive interactions.</p></div>","PeriodicalId":666,"journal":{"name":"Journal of Solution Chemistry","volume":"54 5","pages":"541 - 561"},"PeriodicalIF":1.4,"publicationDate":"2025-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143883596","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Investigation on Thermophysical and Partial Molar Properties of Binary Mixtures of 2-methyltetrahydrofuran with Alkyl Acetates (C1, C3, C5) at T = (298.15, 303.15, 308.15) K","authors":"Gyan Prakash Dubey, Aarzoo Ahuja","doi":"10.1007/s10953-025-01433-8","DOIUrl":"10.1007/s10953-025-01433-8","url":null,"abstract":"<div><p>The present communication reports the experimental measurements on the density (<span>(rho ))</span>, speed of sound (<i>u</i>), and viscosity (<span>(eta ))</span> of binary liquid mixtures of 2-methyltetrahydrofuran (2-MTHF) with methyl acetate (MA), propyl acetate (PA), and pentyl acetate (PnA) at 298.15, 303.15, and 308.15 K and at ambient pressure 0.10 MPa. Using the experimental measured density and speed of sound values, excess molar volumes (<span>({V}_{m}^text{E}))</span>, excess molar isentropic compressibility (<span>({K}_{S,m}^text{E})</span>), and excess in speed of sound (<i>u</i><sup>E</sup>) have been calculated. The deviation in viscosity (<i>Δη</i>) and excess Gibbs energy of activation of viscous flow (Δ <span>({G}^{*text{E}}))</span> were evaluated using the experimental values of viscosity. The excess molar volumes, excess isentropic compressibility, excess in speed of sound, and deviation in viscosity data were fitted using a Redlich–Kister type equation. For the computed and experimental data, the standard deviation values are calculated. The viscosity data have been correlated with the equations of Tamura–Kurata, Grunberg–Nissan, Heric–Brewer, Hind et al., Katti–Chaudhri, and McAllister (four-body interaction) model. In addition, partial molar volumes of the 2-methyltetrahydrofuran with acetates have been determined in terms of the mole fraction concentration unit.</p></div>","PeriodicalId":666,"journal":{"name":"Journal of Solution Chemistry","volume":"54 5","pages":"562 - 585"},"PeriodicalIF":1.4,"publicationDate":"2025-02-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143883688","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"The Kinetics and Mechanism of Phase Transfer Catalyzed Oxidation of Some Aliphatic Aldehydes by Ethylenediammonium Dichromate in Dimethyl Sulfoxide Medium","authors":"Chandra Prakash Saini, Dinesh Panday","doi":"10.1007/s10953-025-01440-9","DOIUrl":"10.1007/s10953-025-01440-9","url":null,"abstract":"<div><p>The phase transfer oxidant ethylenediammonium dichromate [enH<sub>2</sub>Cr<sub>2</sub>O<sub>7</sub>] has been employed to investigate the kinetics of aliphatic aldehyde oxidation in a dimethyl sulfoxide medium. Rate constants were calculated in the temperature range 293 K–323 K under pseudo-first-order conditions concerning oxidant. The kinetics of the reaction are investigated using a conventional UV–Vis spectrophotometric technique. The order is less than two for the aldehydes, and the rate of reaction increases as the concentration of [H<sup>+</sup>] increases. The fractional order dependency with respect to aldehydes confirms the binding of oxidant and substrate to form a complex before the rate-determining step. The existence of a primary kinetic isotope effect, <i>k</i><sub>H</sub>/<i>k</i><sub>D</sub> = 5.22 at 313 K for acetaldehyde (ratio of rate constants for protio- and deuterio- acetaldehyde) indicated a C–H bond cleavage rather than C–C bond cleavage. Isokinetic temperature and several other thermodynamic parameters are studied. From the experimental data, the formation of an unstable cyclic transition state followed by intra-molecular hydride-ion transfer has been proposed. All the aldehydes are oxidized by the same mechanism, according to the linear isokinetic correlation. The oxidation product is the corresponding carboxylic acid.</p></div>","PeriodicalId":666,"journal":{"name":"Journal of Solution Chemistry","volume":"54 5","pages":"610 - 625"},"PeriodicalIF":1.4,"publicationDate":"2025-02-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143883689","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Comments on “Calculation of Solute Partition Coefficient Using the A–P Scheme”","authors":"Chelsi Wilson, Bradley Lin, William Acree","doi":"10.1007/s10953-025-01429-4","DOIUrl":"10.1007/s10953-025-01429-4","url":null,"abstract":"<div><p>A computational methodology is proposed for determining the A–P model nonpolar and polar solute parameters of solid organic compounds from measured molar solubility data. The methodology is illustrated using measured solubility for anthracene dissolved in 73 organic solvents of varying polarity and hydrogen-bonding character. The calculated solute parameters back-calculated the observed solubilities to within a standard deviation of 0.91 natural logarithmic units. A much smaller standard deviation of approximately 0.30 ln units was noted when using the Abraham solvation parameter model to predict the observed anthracene solubility data.</p></div>","PeriodicalId":666,"journal":{"name":"Journal of Solution Chemistry","volume":"54 5","pages":"531 - 540"},"PeriodicalIF":1.4,"publicationDate":"2025-02-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143883623","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Solubility and Thermodynamic Analysis of 3,4-Bis(3-nitrofurazan-4-yl)furoxan in Propanoic Acid + Water Binary Mixed Solvents","authors":"Xiao li, Jinjie Shen, Jihui Zhang, Liang Qin, Jianlong Wang, Lizhen Chen","doi":"10.1007/s10953-025-01434-7","DOIUrl":"10.1007/s10953-025-01434-7","url":null,"abstract":"<div><p>The solubility of 3,4-bis(3-nitrofurazan-4-yl)furoxan (DNTF) in propanoic acid + water (PA + water) binary mixed solvents was studied. The solubility of DNTF in the temperature range of 293.15 ~ 333.15 K at atmospheric pressure (0.1 MPa) was measured by a laser dynamic method. In order to expand the applicability of solubility, the Apelblat equation, van’t Hoff equation, GCM Model, and Jouyban-Acree Model were used to correlate the solubility, and satisfactory results were obtained. In addition, apparent thermodynamic parameters such as standard dissolution enthalpy, standard dissolution entropy, and standard Gibbs free energy of DNTF in these solvents were calculated. The solubility of DNTF will provide necessary support for industrial production, crystallization and further theoretical research. These findings provide valuable insights for future research on DNTF crystallization.</p></div>","PeriodicalId":666,"journal":{"name":"Journal of Solution Chemistry","volume":"54 4","pages":"512 - 529"},"PeriodicalIF":1.4,"publicationDate":"2025-02-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143778160","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Muhammad N. Siddiquee, Adriana Rivolta, Mohammad M. Hossain, Arno de Klerk
{"title":"O2 Solubility in C7–C16 n-Alkanes","authors":"Muhammad N. Siddiquee, Adriana Rivolta, Mohammad M. Hossain, Arno de Klerk","doi":"10.1007/s10953-025-01428-5","DOIUrl":"10.1007/s10953-025-01428-5","url":null,"abstract":"<div><p>Oxygen (O<sub>2</sub>) solubility in hydrocarbons plays a crucial role to control conversion and product selectivity during liquid phase oxidation of hydrocarbons to produce petrochemicals. In spite of its importance, experimental measurements of O<sub>2</sub> solubility in liquid hydrocarbons are not abundant. Because it is challenging to experimentally determine the oxygen in hydrocarbons following traditional titration method as reagents react with hydrocarbons. In the current study, the O<sub>2</sub> solubility was measured using a differential pressure-based measurement method in <i>n</i>-heptane, <i>n</i>-decane, <i>n</i>-dodecane, <i>n</i>-tetradecane, <i>n</i>-hexadecane, and tetralin at 294 K. Henry constants were calculated and were in the range 0.03–0.40 mol‧m<sup>−3</sup>‧kPa<sup>−1</sup>. At 140 kPa O<sub>2</sub> pressure, in <i>n</i>-tetradecane and <i>n</i>-hexadecane O<sub>2</sub> solubility was in the range 4–24 mol‧m<sup>−3</sup>, compared to O<sub>2</sub> solubility in <i>n</i>-heptane and <i>n</i>-decane which was in the range 27–57 mol‧m<sup>−3</sup>. The O<sub>2</sub> solubility expressed as a mole fraction of the total liquid appeared to have a slightly decreasing trend with an increase in carbon number in the alkanes.</p></div>","PeriodicalId":666,"journal":{"name":"Journal of Solution Chemistry","volume":"54 4","pages":"485 - 497"},"PeriodicalIF":1.4,"publicationDate":"2025-02-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143778162","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Jafar Soleymani, Elaheh Rahimpour, William E. Acree Jr., Abolghasem Jouyban
{"title":"Solubility of Sodium Acetate Trihydrate in Binary Solvent Mixtures of Methanol, Ethanol, 1-Propanol, Acetonitrile and Water at 298.2 K","authors":"Jafar Soleymani, Elaheh Rahimpour, William E. Acree Jr., Abolghasem Jouyban","doi":"10.1007/s10953-025-01432-9","DOIUrl":"10.1007/s10953-025-01432-9","url":null,"abstract":"<div><p>Experimental molar solubility data for sodium acetate trihydrate (NaAc·3H<sub>2</sub>O) dissolved in binary solvent mixtures of methanol, ethanol, 1-propanol, acetonitrile, and water at 298.2 K was determined using the shake–flask equilibration method followed by the quantification of the dissolved solute by flame photometric determination. Differential scanning calorimetry (DSC) analyses of both the un-processed and equilibrated NaAc·3H<sub>2</sub>O in the neat solvents were recorded at 298.2 K to determine the thermal behavior of NaAc·3H<sub>2</sub>O. The experimental solubility data were analyzed using a linear model of Jouyban-Acree. The applicability of the model to describe the observed solubility data was assessed by calculating the mean percentage deviations between the back-calculated and experimental values. Also, the combined nearly ideal binary solvent/Redlich–Kister (CNIBS/R-K) equation was employed to provide a mathetically description the solubility data under isothermal conditions. The possibility of prediction of the solubility of trihydrate form of sodium acetate based on the CNIBS/R-K model trained using the experimental solubility of the anhydrous form was also investigated. The computational results indicated that the models considered yielded solubility predictions within an acceptable error level.</p></div>","PeriodicalId":666,"journal":{"name":"Journal of Solution Chemistry","volume":"54 4","pages":"498 - 511"},"PeriodicalIF":1.4,"publicationDate":"2025-01-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143778159","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Anthony F. Fucaloro, Andrew Zanella, Christine Hu, Andrew Meehan, Lily Nguyen, Derek Peng, Michael Scarlett, Chris Wan
{"title":"A Volumetric Study of Several Neat Alcohols as a Function of Temperature","authors":"Anthony F. Fucaloro, Andrew Zanella, Christine Hu, Andrew Meehan, Lily Nguyen, Derek Peng, Michael Scarlett, Chris Wan","doi":"10.1007/s10953-024-01424-1","DOIUrl":"10.1007/s10953-024-01424-1","url":null,"abstract":"<div><p>The temperature-dependent molar volumes of 14 neat alcohols, including the homologous set of straight-chain primary alcohols, selected secondary alcohols, ethylene glycol, and selected alcohols with deuterated hydroxyl groups were measured in anticipation of uncovering systematic properties applicable to other neat liquids. For example, the addition of a single methylene group sequentially from ethanol to n-heptanol increases the molar volume by the nearly constant value of 16.385 ± 0.019 cm<sup>3</sup>·mol<sup>−1</sup> at 0 °C. This linear behavior is exhibited at all temperatures studied. This constitutive property of molar volumes was reported previously for the partial molar volumes of aqueous alcohols, poly[vinyl alcohol], and organo-metallic complexes. Moreover, a method is proposed to partition the molar volumes into portions dependent upon intermolecular interactions, both attractive and repulsive (herein referred to as <i>V</i><sub>int</sub>, the apparent intrinsic volume), as well as a portion reflecting the tendency for molecules to separate due to <b>thermal</b> kinetic energy (herein referred to as <i>V</i><sub>exp</sub>, the expansive volume).</p></div>","PeriodicalId":666,"journal":{"name":"Journal of Solution Chemistry","volume":"54 4","pages":"421 - 447"},"PeriodicalIF":1.4,"publicationDate":"2025-01-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://link.springer.com/content/pdf/10.1007/s10953-024-01424-1.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143778098","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Solubility and Thermodynamic Studies of Mesalazine in 1,4-Dioxane + Water Binary Mixtures at Different Temperatures","authors":"Kader Poturcu, Elaheh Rahimpour, Abolghasem Jouyban","doi":"10.1007/s10953-025-01427-6","DOIUrl":"10.1007/s10953-025-01427-6","url":null,"abstract":"<div><p>In the current work, the solubility studies of mesalazine were performed in 1,4-dioxane + water mixtures at five different temperatures (293.2–313.2K). The experimental solubility data were correlated with some linear and non-linear cosolvency models (<i>i.e.</i>, the van’t Hoff, the Jouyban-Acree, and modified Wilson). The maximum solubility of mesalazine in mole fraction unit was 2.75 × 10<sup>–4</sup> in neat 1,4-dioxane at 313.2K and the minimum solubility was 1.20 × 10<sup>–4</sup> in water at 293.2K. The accuracy of the cosolvency models was investigated with the mean relative deviations for solubility prediction of the back-calculated solubility data against experimental values, and results showed high accuracy with <i>MRD</i>s% (< 9.0%). The Gibbs energy, enthalpy, and entropy were calculated utilizing the van’t Hoff and Gibbs equations. Moreover, the density values for saturated mixtures were measured and represented by the Jouyban-Acree model. This study provides, for the first time, the determination of experimental solubility data of mesalazine in 1,4-dioxane + water mixtures.</p></div>","PeriodicalId":666,"journal":{"name":"Journal of Solution Chemistry","volume":"54 4","pages":"467 - 484"},"PeriodicalIF":1.4,"publicationDate":"2025-01-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143778161","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}