Graduate Thesis Or Dissertation
 

The evaluation of octanol-water partition coefficients from chromatographic data

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  • A set of 30 chemicals whose octanol-water partition coefficients (log P) are known were injected on a XAD-2 column and a commercially available octadecylsilane column. Two types of mobile phase were used on the XAD-2 column: buffered and unbuffered acetonitrile in water and buffered and unbuffered octanol-saturated water passing over an octanol coated resin. With octadecylsilane column, the mobile phase consisted only of acetonitrile in water. The capacity factors (k') from different column-mobile phase systems were compared. The ability of the column system to mimic the octanol-water shake-flask method was evaluated by plotting Δlog P versus Δlog k'. For each column system studied, good lines could be obtained for a homologous series of compounds, but not for the whole data set. In general, longer retention times were observed on the octadecylsilane column relative to the XAD-2 column using the same mobile phase when compounds contain more polar or aliphatic character. The method and criterion to estimate the partition coefficients of organic compounds in traditional shake-flask systems by chromatographic techniques are discussed.
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