Abstract
AbstractThe ionization of the oxonium ions of phenol, anisole, 4‐chloro‐ and 4‐methyl‐phenol and 4‐bromo‐, 4‐fluoro‐ and 4‐methyl‐anisole in concentrated aqueous sulfuric acid has been investigated using UV spectroscopy at 25°C. The sulfuric acid concentrations at half‐ionization are within the range 75.2 to 81.8% H2SO4, corresponding with pKa's between ‐5.87 and ‐6.52 based on the H0a acidity function. The substituent effects on the ionization of PhO+ H2 and PhO+ HMe are small, the Hammet ρ values being 0.5 ± 0.1 and 0.9 ± 0.1, respectively.
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