The pK values of 4-X-2,6-dichlorophenols (X = Me, H, Br, Cl, MeCO, CN, CHO, NO2, and CO2–) have been measured in water at 25° by potentiometric titration. For dissociation of 2,6-dichlorophenols, ρ is 17% larger than the value for phenols. This result provides further evidence for steric inhibition of solvation in 2,6-disubstituted phenoxide ions.
A. Fischer, G. J. Leary, R. D. Topsom and J. Vaughan, J. Chem. Soc. B, 1967, 686 DOI: 10.1039/J29670000686
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