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Henry's Law Constants

www.henrys-law.org

Rolf Sander

NEW: Version 5.0.0 has been published in October 2023

Atmospheric Chemistry Division

Max-Planck Institute for Chemistry
Mainz, Germany

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Henry's Law Constants

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When referring to the compilation of Henry's Law Constants, please cite this publication:

R. Sander: Compilation of Henry's law constants (version 5.0.0) for water as solvent, Atmos. Chem. Phys., 23, 10901-12440 (2023), doi:10.5194/acp-23-10901-2023

The publication from 2023 replaces that from 2015, which is now obsolete. Please do not cite the old paper anymore.

Henry's Law Constants → Organic species with oxygen (O) → Esters (RCOOR) → ethyl ethanoate

FORMULA:CH3COOC2H5
TRIVIAL NAME: ethyl acetate
CAS RN:141-78-6
STRUCTURE
(FROM NIST):
InChIKey:XEKOWRVHYACXOJ-UHFFFAOYSA-N

Hscp d ln Hs cp / d (1/T) References Type Notes
[mol/(m3Pa)] [K]
6.5×10−2 5600 Burkholder et al. (2019) L 1) 504)
5.9×10−2 5900 Burkholder et al. (2015) L
6.5×10−2 5600 Brockbank (2013) L 1)
5.9×10−2 5900 Sander et al. (2011) L
6.3×10−2 5500 Plyasunov et al. (2004) L
5.9×10−2 5200 Kutsuna and Kaneyasu (2021) M
5.2×10−2 4800 Ammari and Schroen (2019) M 11)
6.2×10−2 5500 Fenclová et al. (2014) M 1)
5.1×10−2 Aprea et al. (2007) M
5.9×10−2 5900 Kutsuna et al. (2005) M
3.9×10−2 van Ruth et al. (2002) M 14)
4.1×10−2 van Ruth and Villeneuve (2002) M 14) 363)
3.0×10−2 van Ruth et al. (2001) M 14)
Dewulf et al. (1999) M 364)
6.6×10−2 Druaux et al. (1998) M
3.4×10−2 Welke et al. (1998) M
5.7×10−2 Landy et al. (1995) M
2.8×10−2 Kaneko et al. (1994) M 14)
4.4×10−2 3900 Kolb et al. (1992) M 278)
1.1×10−1 Pividal et al. (1992) M 81)
4.3×10−2 Guitart et al. (1989) M 14)
6.2×10−2 Jones et al. (1988) M
4.3×10−2 Richon et al. (1985) M 38)
1.3×10−1 Ioffe et al. (1984) M 81)
5.8×10−2 5300 Kieckbusch and King (1979b) M 503)
5.7×10−2 Nelson and Hoff (1968) M 298)
7.4×10−2 Butler and Ramchandani (1935) M
7.3×10−2 Mackay et al. (2006c) V
3.1×10−2 Philippe et al. (2003) V 14)
7.3×10−2 Mackay et al. (1995) V
3.6×10−1 Hwang et al. (1992) V
7.1×10−2 Yaws (2003) X 259)
4.7×10−2 5700 Janini and Quaddora (1986) X 299)
3.9×10−2 Nahon et al. (2000) C 14)
7.8×10−2 Dupeux et al. (2022) Q 260)
2.2×10−2 Keshavarz et al. (2022) Q
6.9×10−2 Duchowicz et al. (2020) Q 300)
2.8×10−2 Wang et al. (2017) Q 81) 239)
6.2×10−2 Wang et al. (2017) Q 81) 240)
2.5×10−1 Wang et al. (2017) Q 81) 241)
5.2×10−2 Gharagheizi et al. (2012) Q
6.2×10−2 Raventos-Duran et al. (2010) Q 243) 244)
3.9×10−2 Raventos-Duran et al. (2010) Q 245)
3.9×10−2 Raventos-Duran et al. (2010) Q 246)
3.6×10−2 Hilal et al. (2008) Q
4.9×10−2 Modarresi et al. (2007) Q 68)
4800 Kühne et al. (2005) Q
7.3×10−2 Yaffe et al. (2003) Q 249) 250)
5.4×10−2 Yao et al. (2002) Q 230)
5.3×10−2 English and Carroll (2001) Q 231) 232)
4.5×10−2 Katritzky et al. (1998) Q
1.6×10−1 Russell et al. (1992) Q 280)
4.3×10−2 Suzuki et al. (1992) Q 233)
4.1×10−2 Nirmalakhandan and Speece (1988) Q
7.4×10−2 Duchowicz et al. (2020) ? 21) 186)
5200 Kühne et al. (2005) ?
7.1×10−2 Yaws (1999) ? 21)
8.8×10−2 Hoff et al. (1993) ? 21)
5.8×10−2 Abraham et al. (1990) ?

Data

The first column contains Henry's law solubility constant Hscp at the reference temperature of 298.15 K.
The second column contains the temperature dependence d ln Hs cp / d (1/T), also at the reference temperature.

References

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  • Keshavarz, M. H., Rezaei, M., & Hosseini, S. H.: A simple approach for prediction of Henry’s law constant of pesticides, solvents, aromatic hydrocarbons, and persistent pollutants without using complex computer codes and descriptors, Process Saf. Environ. Prot., 162, 867–877, doi:10.1016/J.PSEP.2022.04.045 (2022).
  • Kieckbusch, T. G. & King, C. J.: An improved method of determining vapor liquid equilibria for dilute organics in aqueous solution, J. Chromatogr. Sci., 17, 273–276, doi:10.1093/CHROMSCI/17.5.273 (1979b).
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  • Kutsuna, S., Chen, L., Abe, T., Mizukado, J., Uchimaru, T., Tokuhashi, K., & Sekiya, A.: Henry’s law constants of 2,2,2-trifluoroethyl formate, ethyl trifluoroacetate, and non-fluorinated analogous esters, Atmos. Environ., 39, 5884–5892, doi:10.1016/J.ATMOSENV.2005.06.021 (2005).
  • Landy, P., Druaux, C., & A.Voilley: Retention of aroma compounds by proteins in aqueous solution, Food Chem., 54, 387–392, doi:10.1016/0308-8146(95)00069-U (1995).
  • Mackay, D., Shiu, W. Y., & Ma, K. C.: Illustrated Handbook of Physical-Chemical Properties and Environmental Fate for Organic Chemicals, vol. IV of Oxygen, Nitrogen, and Sulfur Containing Compounds, Lewis Publishers, Boca Raton, ISBN 1566700353 (1995).
  • Mackay, D., Shiu, W. Y., Ma, K. C., & Lee, S. C.: Handbook of Physical-Chemical Properties and Environmental Fate for Organic Chemicals, vol. III of Oxygen Containing Compounds, CRC/Taylor & Francis Group, doi:10.1201/9781420044393 (2006c).
  • Modarresi, H., Modarress, H., & Dearden, J. C.: QSPR model of Henry’s law constant for a diverse set of organic chemicals based on genetic algorithm-radial basis function network approach, Chemosphere, 66, 2067–2076, doi:10.1016/J.CHEMOSPHERE.2006.09.049 (2007).
  • Nahon, D. F., Harrison, M., & Roozen, J. P.: Modeling flavor release from aqueous sucrose solutions, using mass transfer and partition coefficients, J. Agric. Food Chem., 48, 1278–1284, doi:10.1021/JF990464K (2000).
  • Nelson, P. E. & Hoff, J. E.: Food volatiles: Gas chromatographic determination of partition coefficients in water-lipid systems, Int. J. Mass Spectrom., 228, 479–482, doi:10.1111/J.1365-2621.1968.TB03659.X (1968).
  • Nirmalakhandan, N. N. & Speece, R. E.: QSAR model for predicting Henry’s constant, Environ. Sci. Technol., 22, 1349–1357, doi:10.1021/ES00176A016 (1988).
  • Philippe, E., Seuvre, A.-M., Colas, B., Langendorff, V., Schippa, C., & Voilley, A.: Behavior of flavor compounds in model food systems: a thermodynamic study, J. Agric. Food Chem., 51, 1393–1398, doi:10.1021/JF020862E (2003).
  • Pividal, K. A., Birtigh, A., & Sandler, S. I.: Infinite dilution activity coefficients for oxygenate systems determined using a differential static cell, J. Chem. Eng. Data, 37, 484–487, doi:10.1021/JE00008A025 (1992).
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  • Raventos-Duran, T., Camredon, M., Valorso, R., Mouchel-Vallon, C., & Aumont, B.: Structure-activity relationships to estimate the effective Henry’s law constants of organics of atmospheric interest, Atmos. Chem. Phys., 10, 7643–7654, doi:10.5194/ACP-10-7643-2010 (2010).
  • Richon, D., Sorrentino, F., & Voilley, A.: Infinite dilution activity coefficients by the inert gas stripping method: extension to the study of viscous and foaming mixtures, Ind. Eng. Chem. Process Des. Dev., 24, 1160–1165, doi:10.1021/I200031A044 (1985).
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  • Sander, S. P., Abbatt, J., Barker, J. R., Burkholder, J. B., Friedl, R. R., Golden, D. M., Huie, R. E., Kolb, C. E., Kurylo, M. J., Moortgat, G. K., Orkin, V. L., & Wine, P. H.: Chemical Kinetics and Photochemical Data for Use in Atmospheric Studies, Evaluation No. 17, JPL Publication 10-6, Jet Propulsion Laboratory, Pasadena, URL https://jpldataeval.jpl.nasa.gov (2011).
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Type

Table entries are sorted according to reliability of the data, listing the most reliable type first: L) literature review, M) measured, V) VP/AS = vapor pressure/aqueous solubility, R) recalculation, T) thermodynamical calculation, X) original paper not available, C) citation, Q) QSPR, E) estimate, ?) unknown, W) wrong. See Section 3.1 of Sander (2023) for further details.

Notes

1) A detailed temperature dependence with more than one parameter is available in the original publication. Here, only the temperature dependence at 298.15 K according to the van 't Hoff equation is presented.
11) Measured at high temperature and extrapolated to T⊖ = 298.15 K.
14) Value at T = 310 K.
21) Several references are given in the list of Henry's law constants but not assigned to specific species.
38) Value at T = 303 K.
68) Modarresi et al. (2007) use different descriptors for their calculations. They conclude that a genetic algorithm/radial basis function network (GA/RBFN) is the best QSPR model. Only these results are shown here.
81) Value at T = 288 K.
186) Experimental value, extracted from HENRYWIN.
230) Yao et al. (2002) compared two QSPR methods and found that radial basis function networks (RBFNs) are better than multiple linear regression. In their paper, they provide neither a definition nor the unit of their Henry's law constants. Comparing the values with those that they cite from Yaws (1999), it is assumed that they use the variant Hvpx and the unit atm.
231) English and Carroll (2001) provide several calculations. Here, the preferred value with explicit inclusion of hydrogen bonding parameters from a neural network is shown.
232) Value from the training dataset.
233) Calculated with a principal component analysis (PCA); see Suzuki et al. (1992) for details.
239) Calculated using linear free energy relationships (LFERs).
240) Calculated using SPARC Performs Automated Reasoning in Chemistry (SPARC).
241) Calculated using COSMOtherm.
243) Value from the training dataset.
244) Calculated using the GROMHE model.
245) Calculated using the SPARC approach.
246) Calculated using the HENRYWIN method.
249) Yaffe et al. (2003) present QSPR results calculated with the fuzzy ARTMAP (FAM) and with the back-propagation (BK-Pr) method. They conclude that FAM is better. Only the FAM results are shown here.
250) Value from the training set.
259) Value given here as quoted by Dupeux et al. (2022).
260) Calculated using the COSMO-RS method.
278) Extrapolated from data measured between 40 °C and 80 °C.
280) Value from the training set.
298) Value at T = 301 K.
299) Value given here as quoted by Staudinger and Roberts (1996).
300) Value from the test set for true external validation.
363) Effective Henry's law constants at several pH values are provided by van Ruth and Villeneuve (2002). Here, only the value at pH = 3 is shown.
364) The values of Dewulf et al. (1999) are not used here because, according to them, the calculated regression does not match the theoretical expectation for this species.
503) The same data were also published in Kieckbusch and King (1979a).
504) The H298 and A, B, C data listed in Table 5-4 of Burkholder et al. (2019) are inconsistent, with 7 % difference.

The numbers of the notes are the same as in Sander (2023). References cited in the notes can be found here.

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