The use of a relatively polar organic solvent means there are stronger aqueous-nonaqueous interactions at the interface compared to nonpolar solvents like carbon tetrachloride and linear alkanes. In the case of water|1,2-dichloroethane (DCE) systems, this has been shown to produce a boundary resembling more of a mixed solvent interphase. Given similar dipole moments of TFT and DCE (2.86 and 1.86 D, respectively), we assume that the water|TFT system possesses a similar interphase region at the boundary between bulk electrolytes. Water molecules within the water|TFT boundary interphase experience a diverse range of water-water and water-TFT interactions and the range of intermolecular forces may allow for populations of equilibrium "proton-water-TFT" solvation states to smoothly guide the transferring proton along its reaction coordinate. Ion-solvent dynamics thus appear key to understanding PT kinetics in electrochemical systems and beyond. Notably, the role of sequential solvation states along a proton's transit to the electrochemical interface is not described by current microscopic theories of PT, which this work suggests is important in interpreting apparent PT reaction rates. While studying PT is relevant for energy applications and serves as a testbed for understanding fundamental concepts in electrochemistry, it also serves as a "bridging" model system towards developing a general theory of interfacial ion transfer from foundational concepts provided by Marcus theory. The proton has quantum mechanical character like an electron and may tunnel through the transition state as an electron would, but also has discrete ionic character and interacts with the surrounding solvent as such, thus bearing characteristics we ultimately aim to describe for completely classical particles such as heavy ions like Na + relevant in energy storage and biology.