Solubility of gases and vapours in propan-1-ol at 298 K

Literature values of the Ostwald solubility coefficient of gases and vapours in propan-1-ol at 298 K were combined with additional values calculated from solubilities in propan-1-ol and vapour pressures to yield a total of 79 log LPrOH values at 298 K. Seventy-seven of these values were correlated through the general solvation equation to give the regression log LPrOH = -0.028 - 0.185R2 + 0.648π2H + 4.022Σα2H + 1.043Σβ2H + 0.869log L16 n = 77, r2 = 0.9976, SD = 0.12, F = 6073 A correlation equation was also constructed for the transfer of solutes from water to propan-1-ol. Both equations suggest that propan-1-ol as a solvent is less dipolar, more acidic and less basic than methanol or ethanol, but the differences between the three alcohols are very small. Comparison with equations for transfer to wet alcohols shows that the addition of water to alcohols has little effect on their dipolarity/polarizability or hydrogen bond basicity, but considerably increases the hydrogen bond acidity. The wet alcohols are more hydrophilic (less hydrophobic) than the dry alcohols. Copyright © 1999 John Wiley & Sons, Ltd.

[1]  H. Lin,et al.  An experimental method for determining the Hildebrand solubility parameter of organic nonelectrolytes. , 1993, Journal of pharmaceutical sciences.

[2]  M. Abraham,et al.  The use of characteristic volumes to measure cavity terms in reversed phase liquid chromatography , 1987 .

[3]  S. Yalkowsky,et al.  Water Solubilities of Polynuclear Aromatic and Heteroaromatic Compounds , 1984 .

[4]  V. Dohnal,et al.  Limiting activity coefficients in the 1-alkanol + n-alkane systems: survey, critical evaluation and recommended values, interpretation in terms of association models☆ , 1997 .

[5]  M. Abraham,et al.  Substitution at saturated carbon. Part XIV. Solvent effects on the free energies of ions, ion-pairs, non-electrolytes, and transition states in some SN and SE reactions , 1972 .

[6]  W. Acree,et al.  Solubility of Pyrene in Binary Alcohol + 2-Methyl-2-butanol Solvent Mixtures at 299.2 K , 1997 .

[7]  R. A. McGill,et al.  Determination of olive oil–gas and hexadecane–gas partition coefficients, and calculation of the corresponding olive oil–water and hexadecane–water partition coefficients , 1987 .

[8]  M. Ramakrishna,et al.  A simple and accurate method for isothermal phase equilibrium studies , 1997 .

[9]  R. Battino,et al.  Solubility of gases in liquids. 19. Solubility of He, Ne, Ar, Kr, Xe, N2, O2, CH4, CF4, and SF6 in normal 1-alkanols n-ClH2l+1OH (1 .ltoreq. l .ltoreq. 11) at 298.15 K , 1993 .

[10]  L. Q. Lobo,et al.  Solubility of methyl fluoride in some alcohols , 1997 .

[11]  Michael H. Abraham,et al.  Substitution at saturated carbon. Part 26. A complete analysis of solvent effects on initial states and transition states for the solvolysis of the t-butyl halides in terms of G, H, and S using the unified method , 1988 .

[12]  Michael H. Abraham,et al.  The solubility of gases and vapours in ethanol - the connection between gaseous solubility and water-solvent partition , 1998 .

[13]  Hydrogen bonding. 39. The partition of solutes between water and various alcohols , 1994 .

[14]  Michael H. Abraham,et al.  Hydrogen bonding. Part 45.† The solubility of gases and vapours in methanol at 298 K: An LFER analysis , 1998 .

[15]  M. Abraham,et al.  Descriptors for solutes from the solubility of solids: trans-stilbene as an example , 1998 .

[16]  C. Lausen.  The occurrence of olivine bombs near Globe, Arizona , 1927 .

[17]  Michael H. Abraham,et al.  Linear solvation energy relations , 1985 .

[18]  V. Dohnal,et al.  Infinite-dilution activity coefficients by comparative ebulliometry: the mixtures of freon 112 with oxygenated solvents and hydrocarbons , 1985 .

[19]  Michael H. Abraham,et al.  Scales of solute hydrogen-bonding: their construction and application to physicochemical and biochemical processes , 2010 .

[20]  C. L. Speyers.  Solubilities of some carbon compounds and densities of their solutions , 1902 .

[21]  M. Abraham.  Substitution at saturated carbon. Part VIII. Solvent effects on the free energy of trimethylamine, the nitrobenzyl chlorides, and the trimethylamine–nitrobenzyl chloride transition states , 1971 .

[22]  Michele M. Miller,et al.  Solution thermodynamics of some slightly soluble hydrocarbons in water , 1983 .

[23]  T. Letcher,et al.  Excess molar enthalpies of mixtures of a cycloalkane and an alkanol , 1991 .

[24]  I. Nagata,et al.  Heats of mixing for the ternary system ethanol-1-propanol-cyclohexane at 25.degree.C , 1977 .

[25]  A. Beerbower,et al.  Expanded solubility parameter approach. II: p-Hydroxybenzoic acid and methyl p-hydroxybenzoate in individual solvents. , 1984, Journal of pharmaceutical sciences.

[26]  Abul Hussam,et al.  Experimental reexamination of selected partition coefficients from Rohrschneider's data set , 1987 .

[27]  P Ruelle,et al.  The hydrophobic effect. 1. A consequence of the mobile order in H-bonded liquids. , 1998, Journal of pharmaceutical sciences.

[28]  R. W. Hanks,et al.  The excess enthalpies of six n-pentanol + alcohol mixtures at 298.15 K , 1980 .

[29]  Josefa Fernández,et al.  Excess thermodynamics functions of 1-propanol + methyl propanoate and 1-propanol + methyl butanoate systems , 1985 .

[30]  L. Bircher,et al.  THE SOLUBILITY OF NITROGEN, ARGON, METHANE, ETHYLENE AND ETHANE IN NORMAL PRIMARY ALCOHOLS1 , 1960 .

[31]  Harpreet S. Chadha,et al.  Hydrogen bonding. 32. An analysis of water-octanol and water-alkane partitioning and the delta log P parameter of seiler. , 1994, Journal of pharmaceutical sciences.

[32]  Vincenzo Mollica,et al.  Group contributions to the thermodynamic properties of non-ionic organic solutes in dilute aqueous solution , 1981 .

[33]  Junji Tokunaga.  Solubilities of oxygen, nitrogen, and carbon dioxide in aqueous alcohol solutions , 1975 .

[34]  S. Wasik,et al.  Determination of the vapor pressure, aqueous solubility, and octanol/water partition coefficient of hydrophobic substances by coupled generator column/liquid chromatographic methods , 1983 .

[35]  Y. Miyano,et al.  Solubility of butane in several polar and nonpolar solvents and in an acetone-butanol solvent solution , 1986 .

[36]  D. Ambrose,et al.  Handbook of the thermodynamics of organic compounds , 1987 .

[37]  R. Francesconi,et al.  Isothermal Vapor−Liquid Equilibria Measurements, Excess Molar Enthalpies, and Excess Molar Volumes of Dimethyl Carbonate + Methanol, + Ethanol, and + Propan-1-ol at 313.15 K , 1997 .

[38]  L. Lepori,et al.  Excess Gibbs free energies of (tetrachloromethane + an alcohol or a cyclic ether) at 298.15 K , 1986 .

[39]  M. Costas,et al.  Molecular shape effects on limiting activity coefficients: normal, branched and cyclic alkanes in 1-propanol or 2-propanol , 1997 .

[40]  W. Shiu,et al.  A critical review of Henry’s law constants for chemicals of environmental interest , 1981 .

[41]  R. Lichtenthaler,et al.  New experimental VLE-data for alkanol/alkane mixtures and their description by an extended real association (ERAS) model. , 1986 .

[42]  Michael H. Abraham,et al.  Hydrogen bonding. Part 34. The factors that influence the solubility of gases and vapours in water at 298 K, and a new method for its determination , 1994 .