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Hydration and ion association of aqueous choline chloride and chlorocholine chloride

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Abstract

The choline ion (Ch+) is ubiquitous in nature and also its synthetic homologue, chlorocholine (ClCh+), is widely used. Nevertheless, surprisingly little information on the hydration and counter-ion binding of these cations can be found in the literature. In this contribution we report effective hydration numbers, determined by dielectric relaxation spectroscopy, and ion-pair association constants with Cl, determined by dilute-solution conductivity measurements. In combination with RISM calculations the obtained data suggest that for Ch+ water is bound to the hydroxy group via hydrogen bonds whereas for ClCh+ a rather stiff clathrate-like shell around the chlorine atom seems to be formed. With Cl both cations form contact ion pairs with association constants of only ∼2 to 3 M−1.

Graphical abstract: Hydration and ion association of aqueous choline chloride and chlorocholine chloride

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Publication details

The article was received on 20 Feb 2019, accepted on 13 May 2019 and first published on 13 May 2019


Article type: Paper
DOI: 10.1039/C9CP01016E
Phys. Chem. Chem. Phys., 2019, Advance Article

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    Hydration and ion association of aqueous choline chloride and chlorocholine chloride

    S. Shaukat, M. V. Fedotova, S. E. Kruchinin, M. Bešter-Rogač, Č. Podlipnik and R. Buchner, Phys. Chem. Chem. Phys., 2019, Advance Article , DOI: 10.1039/C9CP01016E

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