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Michigan Publishing, Arkivoc, 10(2009), p. 174-194, 2009

DOI: 10.3998/ark.5550190.0010.a17

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New alternatives for estimating the octanol/water partition coefficient and water solubility for volatile organic compounds using GLC data (Kovàts retention indices)

This paper is made freely available by the publisher.
This paper is made freely available by the publisher.

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Abstract

New possibilities for estimating octanol/water partition coefficients (logP) and the water solubility (S w) were investigated using Kovàts retention indices (I) obtained from GLC retention data for 132 volatile organic compounds belonging to 7 different chemical classes (hydrocarbons, alcohols, aldehydes, ketones, carboxylic acids, esters and halogen compounds). Application of the multilinear regression method led to six equations, all involving index I, as follows: (i) direct correlation logP vs. I (eq.1); (ii) logP vs. I , molar refractivity, and surface tension (eq. 2); (iii) logP vs. I and structural characteristics (eqs. 3, 4 and 6); (iv) logP vs. the I/S w ratio (eq. 5). Excepting eq. 1 (which showed relatively weak correlations), eqs. 2 – 6 can provide reliable values for logP and for logS w as proved by the significant statistical parameters. The general models presented through eqs. 2 – 6 may also be applied in estimation of other biological and/or ecological important properties, which are linearly dependent on the logP or log S w values. By generalization, a new calculation method is suggested (eq. 7), in order to allow the estimation of logP or logS w in terms of the number of bonds and the Kovàts retention index.