Abstract
Measurements of density and speed of sound are reported for phenylboronic acid–water solutions for molalities ranging from 0.0098 to 0.1490 mol⋅kg−1 and temperatures ranging from 288.15 K to 313.15 K. Several thermodynamic parameters for phenylboronic acid–water solutions have been calculated from the experimental data. The capability of phenylboronic acid to have strong solute–solvent interactions and weaker solute–solute interactions in aqueous solutions has been revealed and the results of this investigation are consistent with molecular model images generated using Spartan 04 modeling.
Similar content being viewed by others
References
Cyranski, M.K., Jezierska, A., Klimentowska, P., Panek, J.J., Zukowska, G.Z., Sporzynski, A.: Structural and spectroscopic properties of an aliphatic boronic acid studied by combination of experimental and theoretical methods. J. Chem. Phys. 128, 124512–124521 (2008)
Miyaura, N., Suzuki, A.: Palladium catalyzed cross coupling reactions of organoboron compounds. Chem. Rev. 95, 2457–2483 (1995)
Adams, J., Behnke, M., Chen, S., Dick, L.R., Klunder, J.M., Stein, R.L.: Potent and selective inhibitors of proteasome dipeptidyl boronic acids. Biorg. Med. Chem. Lett. 8, 333–338 (1998)
Hall, D.G.: Boronic Acids: Preparation and Applications in Organic Synthesis and Medicine. Wiley, New York (2005)
Iqbal, M.J., Malik, Q.M.: Partial molar volume of paracetamol in water. J. Chem. Thermodyn. 37, 1347–1350 (2005)
Wadi, R.K., Ramaswami, P.: Partial molal volumes and adiabatic compressibilities of transfer of glycine and DL-alanine from water to aqueous sodium sulfate at 288.15, 298.15 and 308.15 K. J. Chem. Soc. Faraday Trans. 93, 243–247 (1997)
Hnedkovsky, L., Majer, V., Wood, R.H.: Volumes and heat capacities of H3BO3(aq) at temperatures from 298.15 K to 705 K and at pressures to 35 Mpa. J. Chem. Thermodyn. 27, 801–814 (1995)
Alevia, W., Lovera, J.A., Graber, T.A., Azua, D., Soto, I.: Modeling of the density, viscosity and electrical conductivity of aqueous solutions saturated in boric acid in presence of lithium sulfate or sodium sulfate at 293.15 to 313.15 K. Fluid Phase Equilib. 532, 112864 (2021)
Ward, G.K., Millero, F.J.: The effect of pressure on the ionization of boric acid in aqueous solutions from molal-volume data. J. Solution Chem. 3, 417–430 (1974)
Origlia, M.L., Patterson, B.A., Woolley, E.M.: Apparent molar volumes and apparent molar heat capacities of aquesous ethane-1,2-diol, propoane 1,2-diol, propane-1,3-diol. J. Chem. Thermodyn. 34, 511–526 (2002)
Choudhary, D., Aswar, A.: Apparent molar volume and apparent molar adiabatic compressibility of 2-hydroxy-5-methyl acetophenone in N,N-dimethylformamide at different temperatures. J. Therm. Anal. Calorim. 107, 21–24 (2012)
Kul, I., Bhat, K., Hums, M., Miller, M.R., Sener, S.: A comparative study of the volumetric properties of aqueous solutions of pyridine and piperidine derivatives. Fluid Phase Equilib. 351, 94–104 (2013)
Iqbal, M., Verrall, R.E.: Apparent molar volume and adiabatic compressibility studies of aqueous solutions of some drug compounds at 25 °C. Can. J. Chem. 67, 727–735 (1989)
Neal, J.L., Goring, D.A.I.: Volume–temperature relationships of hydrophobic and hydrophilic nonelectrolytes in water. J. Phys. Chem. 74, 658–664 (1970)
Hepler, L.G.: Thermal expansion and structure in water and aqueous solutions. Can. J. Chem. 47, 4613–4617 (1969)
Berchiesi, G., Amico, A., Vitali, G., Amici, L., Litargini, P.: Ultrasonic investigation in aqueous solutions of sucrose. J. Mol. Liq. 33, 157–181 (1987)
Rajagopal, K., Jayabalakrishnan, S.S.: Volumetric, ultrasonic speed, and viscometric studies of salbutamol sulphate in aqueous methanol solution at different temperatures. J. Chem. Thermodyn. 42, 984–993 (2010)
Kannappan, A.N., Rajendran, V.: Ultrasonic studies on Na2SO4 in dioxane–water mixtures at different temperatures. J. Mol. Liq. 54, 27–31 (1992)
Apelblat, A., Korin, E., Manzurola, E.: Thermodynamic properties of aqueous solutions with citrate ions. Compressibility studies in aqueous solutions of citric acid. J. Chem. Thermodyn. 64, 14–21 (2013)
Nikam, P.S., Hasan, M.: Ultrasonic velocity and adiabatic compressibility of monochloroacetic acid in aqueous ethanol at various temperatures. J. Chem. Eng. Data 33, 165–169 (1988)
Lo Surdo, A., Shin, C., Millero, F.J.: The apparent molal volume and adiabatic compressibility of some organic solutes in water at 25 °C. J. Chem. Eng. Data 23, 197–201 (1978)
Sakurai, M., Nakamura, K., Nitta, K.: Partial molar isentropic compressions of alkyl acetates in water. J. Chem. Eng. Data 43, 249–259 (1998)
Banipal, T.S., Singh, H., Banipal, P.K., Singh, V.: Volumetric and viscometric studies on L-ascorbic acid, nicotinic acid, thiamine hydrochloride and pyridoxine hydrochloride in water at temperatures (288.15–318.15) K and at atmospheric pressure. Thermochim. Acta 553, 31–39 (2013)
Author information
Authors and Affiliations
Corresponding author
Additional information
Publisher's Note
Springer Nature remains neutral with regard to jurisdictional claims in published maps and institutional affiliations.
Rights and permissions
About this article
Cite this article
Kul, I., Bhat, K., Knox, A. et al. Volumetric and Acoustic Properties of Phenylboronic Acid in Water at Selected Temperatures. J Solution Chem 50, 1113–1123 (2021). https://doi.org/10.1007/s10953-021-01106-2
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s10953-021-01106-2