Counterintuitive solvation effect of ionic-liquid/DMSO solvents on acidic C-H dissociation and insight into respective solvation.

ABSTRACT: How would acidic bond dissociation be affected by adding a small quantity of a weakly polar ionic liquid IL (the "apparent" or "measured" dielectric constant ε of the IL is around 10-15) into a strongly polar molecular solvent (e.g., ε of DMSO: 46.5), or vice versa? The answer is blurred, because no previous investigation was reported in this regard. Toward this, we, taking various IL/DMSO mixtures as representatives, have thoroughly investigated the effects of the respective solvent in ionic-molecular binary systems on self-dissociation of C-H acid phenylmalononitrile PhCH(CN)₂ via pK _a determination. As disclosed, in this category of binary media, (1) no linear correspondence exists between pK _a and molar f

SUBMITTER: Luo W 

PROVIDER: S-EPMC8152793 | biostudies-literature | 2020 Mar

REPOSITORIES: biostudies-literature