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Updated: Aug 18, 2026
A New Straightforward Method for Lipophilicity (logP) Measurement using 19F NMR Spectroscopy
Published on: January 30, 2019
Hydrogen-bonding abilities for phenols assessed by quantitative analyses of their partition coefficients derived from
Chisako Yamagami1, Akira Hamasaki, Yukiko Kumagai
1Kobe Pharmaceutical University, Kobe. yamagami@kobepharma-u.ac.jp
Abstract:
We recently proposed a new hydrogen-accepting scale, S(HA), on the basis of the heat of formation calculated by the conductor-like screening model (COSMO) method. In this work, the same approach was applied to a series of compounds with a common hydrogen-donor group. Thus the S(HA) values for monosubstituted phenols were calculated and used for correlating their log P(oct) values (P(oct): 1-octanol/water partition coefficient) with log P(CL) (P(CL): chloroform/water partition coefficient) and log P(E) (P(E): butyl ether/water partition coefficient). It was demonstrated that the S(HA) parameter works effectively, providing excellent correlations whose physicochemical meanings are well rationalized in terms of hydrogen-bonding characteristics of the substituents.
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