Measurement of aqueous solubility of hydrophobic volatile organic compounds by solute vapor absorption technique: Toluene, ethylbenzene, propylbenzene, and butylbenzene at temperatures from 273 K to 328 K

Journal of Chemical and Engineering Data

Volumn 46, Issue 6, 2001, Pages 1533-1539

  Dohanyosova P ^a   Fenclova D ^a   Vrbka, P ^a   Dohnal, V ^a  

^a INSTITUTE OF CHEMICAL TECHNOLOGY   (Czech Republic)

Author keywords

[No Author keywords available]

Indexed keywords

BUTYLBENZENE; ETHYLBENZENE; PROPYLBENZENE; SOLUTE VAPOR ABSORPTION TECHNIQUE;

ABSORPTION; HYDROPHOBICITY; SOLUBILITY; SOLUTIONS; TEMPERATURE;

VOLATILE ORGANIC COMPOUNDS;

EID: 0035498012     PISSN: 00219568     EISSN: None     Source Type: Journal    
DOI: 10.1021/je010172r     Document Type: Article

References (44)

1. May, W. E.; Wasik, S. P.; Freeman D. H. Determination of the Aqueous Solubility of Polynuclear Aromatic Hydrocarbons by a Coupled Column Liquid Chromatographic Technique. Anal. Chem. 1978, 50, 175-179.
2. Sanemasa, I.; Araki, M.; Deguchi, T.; Nagai, H. Solubility Measurements of Benzene and the Alkylbenzenes in Water by Making Use of Solute Vapor. Bull. Chem. Soc. Jpn. 1982, 55, 1054-1062.
3. Mackay, D.; Shiu, W. Y.; Sutherland, R. P. Determination of Air- Water Henry's Law Constants for Hydrophobic Pollutants. Environ. Sci. Technol. 1979, 13, 333-337.
4. Li, J.; Dallas, A. J.; Eikens, D. I.; Carr, P. W.; Bergmann, D. L.; Hait, M. J.; Eckert, C. A. Measurement of Large Infinite Dilution Activity Coefficients of Nonelectrolytes in Water by Inert Gas Stripping and Gas Chromatography. Anal. Chem. 1993, 65, 3212-3218.
5. Hovorka, Š.; Dohnal, V. Determination of Air-Water Partitioning of Volatile Halogenated Hydrocarbons by the Inert Gas Stripping Method. J. Chem. Eng. Data 1997, 42, 924-933.
6. Gossett, J. M. Measurement of Henry's Law Constants for C1 and C2 Chlorinated Hydrocarbons. Environ. Sci. Technol. 1987, 21, 202-208.
7. Ashworth, R. A.; Howe, G. B.; Mullins, M. E.; Rogers, T. N. Airwater partitioning coefficients of organics in dilute aqueous solutions. J. Hazard. Mater. 1988, 18, 25-36.
8. Dohnal, V.; Hovorka, Š. Exponential Saturator: A Novel Gas- Liquid Partitioning Technique for Measurement of Large Limiting Activity Coefficients. Ind. Eng. Chem. Res. 1999, 38, 2036-2043.
9. Howard, P. H. Handbook of Environmental Fate and Exposure Data for Organic Chemicals; Lewis Publishers: Chelsea, MI, 1990-1997; Vol. 1-5.
10. Mackay, D.; Shiu, W. Y.; Ma, K. Ch. Illustrated Handbook of Physical-Chemical Properties and Environmental Fate for Organic Chemicals; Lewis Publishers: Chelsea, MI, 1992.
11. Tanford, C. The Hydrophobic Effect: Formation of Micelles and Biological Membranes; Wiley-Interscience: New York, 1980.
12. Privalov, P. L.; Gill, S. J. The hydrophobic effect: a reappraisal. Pure Appl. Chem. 1989, 61, 1097-1104.
13. Dohnal, V.; Costas, M.; Carrillo-Nava, E.; Hovorka, Š. Non-polar solutes in water and in aqueous solutions of protein denaturants. Modeling of solution and transfer processes. Biophys. Chem. 2001, 90, 183-202.
14. Shiu, W. Y.; Ma, K. C. Temperature Dependence of Physical- Chemical Properties of Selected Chemicals of Environmental Interest. I. Mononuclear and Polynuclear Aromatic Hydrocarbons. J. Phys. Chem. Ref. Data 2000, 29, 41-130.
15. Sawamura, S.; Nagaoka, K.; Machikawa, T. Effects of Pressure and Temperature on the Solubility of Alkylbenzenes in Water: Volumetric Property of Hydrophobic Hydration. J. Phys. Chem. B 2001, 105, 2429-2436.
16. Hovorka, Š.; Dohnal, V.; Costas, M.; Carrillo-Nava, E. Infinite dilution activity coefficients for benzene and toluene in water and in aqueous solutions of the protein denaturants urea and guanidine hydrochloride. J. Chem. Thermodyn. 2000, 32, 1683-1705.
17. Shaw, D. G.; Haulait-Pirson, M.-C.; Hefter, G. T.; Maczynski, A.; Kapuku, F.; Kleinschmidt, M.; Mackay, D.; Maczynska, Z.; Miyamoto, H.; Shiu, W.-Y.; et al. Hydrocarbons with Water and Seawater. Part I: Hydrocarbons C5 to C7; Pergamon Press: Oxford, U.K., 1989.
18. Makhatadze, G. I.; Privalov, P. L. Partial specific heat capacity of benzene and of toluene in aqueous solution determined calorimetrically for a broad temperature range. J. Chem. Thermodyn. 1988, 20, 405-412.
19. Polak, J.; Lu, B. C. Y. Mutual Solubilities of Hydrocarbons and Water at 0 and 25 °C. Can. J. Chem. 1973, 51, 4018-4023.
20. Brown, R. L.; Wasik, S. P. A Method of Measuring the Solubilities of Hydrocarbons in Aqueous Solutions. J. Res. Natl. Bur. Stand., Sect. A 1974, 78A, 453-460.
21. Sanemasa, I.; Araki, M.; Deguchi, T.; Nagai, H. Solubilities of Benzene and the Alkylbenzenes in Water-Method for Obtaining Aqueous Solutions Saturated with Vapours in Equilibrium with organic Liquids. Chem. Lett. 1981, 225-228.
22. Owens, J. W.; Wasik, S. P.; DeVoe, H. Aqueous Solubilities and Enthalpies of Solution of n-Alkylbenzenes. J. Chem. Eng. Data 1986, 31, 47-51.
23. 3. Environ. Sci. Technol. 1993, 27, 928-937.
24. Robbins, G. A.; Wang, S.; Stuart, J. D. Using the Static Headspace Method to Determine Henry's Law Constants. Anal. Chem. 1993, 65, 3113-3118.
25. Chen, H.; Wagner, J. Mutual Solubilities of Alkylbenzene + Water Systems at Temperatures from 303 to 373 K: Ethylbenzene, p-Xylene, 1,3,5- Trimethylbenzene, and Butylbenzene. J. Chem. Eng. Data 1994, 39, 679-684.
26. Andrews, L. J.; Keefer, R. M. Cation Complexes of Compounds Containing Carbon-Carbon Double Bonds. VII. Further Studies on the Argentation of Substituted Benzenes. J. Am. Chem. Soc. 1950, 72, 5034-5037.
27. Klevens, H. B. Solubilization of Polycyclic Hydrocarbons. J. Phys. Chem. 1950, 54, 283-297.
28. McAuliffe, C. Solubility in Water of Paraffin, Cycloparaffin, Olefin, Acetylene, Cycloolefin, and Hydrocarbons. J. Phys. Chem. 1966, 70, 1267-1275.
29. Sutton, C.; Calder, J. A. Solubility of Alkylbenzenes in Distilled Water and Seawater at 25.0 °C. J. Chem. Eng. Data 1975, 20, 320-322.
30. Ben-Naim, A.; Wilf, J. Solubilities and Hydrophobic Interactions in Aqueous Solutions of Monoalkylbenzene Molecules. J. Phys. Chem. 1980, 84, 583-586.
31. Tewari, Y. B.; Miller, M. M.; Wasik, S. P.; Martire, D. E. Aqueous Solubility and Octanol/Water Partition Coefficient of Organic Compounds at 25 °C. J. Chem. Eng. Data 1982, 27, 451-454.
32. Wasik, S. P.; Miller, M. M.; Tewari, Y. B.; May, W. E.; Sonnefeld, W. J.; DeVoe, H.; Zoller, W. H. Determination of the Vapor Pressure, Aqueous Solubility, and Octanol/Water Partition Coefficient of Hydrophobic Substances by Coupled Generator Column/Liquid Chromatographic Methods. Residue Rev. 1983, 85, 29-42.
33. Sanemasa, I.; Arakawa, S.; Araki, M.; Deguchi, T. The Effects of Salts on the Solubilities of Benzene, Toluene, Ethylbenzene, and Propylbenzene in Water. Bull. Chem. Soc. Jpn. 1984, 57, 1539-1544.
34. Sanemasa, I.; Miyazaki, Y.; Arakawa, S.; Kumamaru, M.; Deguchi, T. The Solubility of Benzene-Hydrocarbon Binary Mixtures in Water. Bull. Chem. Soc. Jpn. 1987, 60, 517-523.
35. Keeley, D. F.; Hoffpauir, M. A.; Meriwether, J. R. Solubility of Aromatic Hydrocarbons in Water and Sodium Chloride Solutions of Different Ionic Strengths: C2-Substituted Benzenes. J. Chem. Eng. Data 1991, 36, 456-459.
36. Li, J.; Carr, P. W. Measurement of Water-Hexadecane Partition Coefficients by Headspace Gas Chromatography and Calculation of Limiting Activity Coefficients in Water. Anal. Chem. 1993, 65, 1443-1450.
37. Allen, J. M.; Balcavage, W. X.; Ramachandran, B. R.; Shrout, A. L. Determination of Henry's law constants by equilibrium partitioning in a closed system using a new in situ optical absorbance method. Environ. Toxicol. Chem. 1998, 17, 1216-1221.
38. Ryu, S. A.; Park, S. J. A rapid determination method of the air/water partition coefficient and its application. Fluid Phase Equilib. 1999, 161, 295-304.
39. Burris, D. R.; MacIntyre, W. G. Solution of Hydrocarbons in Hydrocarbon-Water System with Changing Phase Composition due to Evaporation. Environ. Sci. Technol. 1986, 20, 296-299.
40. McNally, M. E.; Grob, R. L. Headspace Determination of Solubility Limits of the Base Neutral and Volatile Components from the Environmental Protection Agency's List of Priority Pollutants. J. Chromatogr. 1984, 284, 105-116.
41. Heidman, J. L.; Tsonopoulos, C. High-Temperature Mutual Solubilities of Hydrocarbons and Water. Part II: Ethylbenzene, Ethylcyclohexane, and n-Octane. AIChE J. 1985, 31, 376-384.
42. DeVoe, H.; Miller, M. M.; Wasik, S. P. Generator Columns and High-Pressure Liquid Chromatography for Determining Aqueous Solubilities and Octanol-Water Partition Coefficients of Hydrophobic Substances. J. Res. Natl. Bur. Stand. 1981, 86, 361-366.
43. Massaldi, H. A.; King, C. J. Simple Technique to Determine Solubilities of Sparingly Soluble Organics: Solubility and Activity Coefficients of D-Limonene, n-Butylbenzene, and n-Hexyl Acetate in Water and Sucrose Solutions. J. Chem. Eng. Data 1973, 18, 393-397.
44. Gill, S. J.; Nichols, N. F.; Wadso, I. Calorimetric determination of enthalpies of solution of slightly soluble liquids. II. Enthalpy of solution of some hydrocarbons in water and their use in establishing the temperature dependence of their solubilities. J. Chem. Thermodyn. 1976, 8, 445-452.