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Preliminary communication
https://doi.org/10.5562/cca3405

Biphasic pKa Values

Sigrid Selberg ; University of Tartu, Institute of Chemistry, 14a Ravila str, 50411 Tartu, Estonia
Sofja Tshepelevitsh ; University of Tartu, Institute of Chemistry, 14a Ravila str, 50411 Tartu, Estonia
Ivo Leito   ORCID icon orcid.org/0000-0002-3000-4964 ; University of Tartu, Institute of Chemistry, 14a Ravila str, 50411 Tartu, Estonia

Fulltext: english, pdf (1 MB) pages 599-602 downloads: 164* cite
APA 6th Edition
Selberg, S., Tshepelevitsh, S. & Leito, I. (2018). Biphasic pKa Values. Croatica Chemica Acta, 91 (4), 599-602. https://doi.org/10.5562/cca3405
MLA 8th Edition
Selberg, Sigrid, et al. "Biphasic pKa Values." Croatica Chemica Acta, vol. 91, no. 4, 2018, pp. 599-602. https://doi.org/10.5562/cca3405. Accessed 26 Jan. 2020.
Chicago 17th Edition
Selberg, Sigrid, Sofja Tshepelevitsh and Ivo Leito. "Biphasic pKa Values." Croatica Chemica Acta 91, no. 4 (2018): 599-602. https://doi.org/10.5562/cca3405
Harvard
Selberg, S., Tshepelevitsh, S., and Leito, I. (2018). 'Biphasic pKa Values', Croatica Chemica Acta, 91(4), pp. 599-602. https://doi.org/10.5562/cca3405
Vancouver
Selberg S, Tshepelevitsh S, Leito I. Biphasic pKa Values. Croatica Chemica Acta [Internet]. 2018 [cited 2020 January 26];91(4):599-602. https://doi.org/10.5562/cca3405
IEEE
S. Selberg, S. Tshepelevitsh and I. Leito, "Biphasic pKa Values", Croatica Chemica Acta, vol.91, no. 4, pp. 599-602, 2018. [Online]. https://doi.org/10.5562/cca3405

Abstracts
A novel approach – termed here as biphasic pKa values – is presented for quantifying the acidity/basicity of lipophilic compounds embedded in water-immiscible media (membranes or solutions) at equilibrium with aqueous solution. In this approach the hydrogen ion activity is determined in the aqueous phase, while the concentration ratio of protonated and deprotonated forms of acid/base is measured in the lipophilic phase with any suitable technique. The approach has been demonstrated on the example of biphasic pKa values of some lipophilic indicator bases in the octanol:water system, measured using UV-Vis spectrophotometry. The measurement is straightforward if the counterion identity and concentration and overall ionic strength in the aqueous phase are included in the standard state definition.
Biphasic pKa values are envisaged to be useful for characterizing lipophilic indicators, synthetic receptors, phase transfer catalysts and other implements that are used in hydrophobic media (e.g. in sensor membranes) in contact with water.

Creative Commons License This work is licensed under a Creative Commons Attribution 4.0 International License.

Keywords
acid strength; base strength; nonaqueous solvents; membranes; two-phase equilibria

Hrčak ID: 215675

URI
https://hrcak.srce.hr/215675

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