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Solvent polarity has usually been measured by kinetics, thermodynamics,
spectroscopy, and thin-layer chromatography (Drougard and Decroocq, 1969; Ahmad et al., 1996; Pirila, 1996; and Litvinova and Bel'nikevich, 2003). Various well-known polarity scales
are known, of which ET (30), Kasowers Z-scale, Gutamann Acceptor No. (AN),
Gutamann Donor No. (DN), and Kamlet Tafts
(Π*) scales are most popular (Kosower, 1958;
Meyer et al., 1975; Kamlet et al., 1977; Sindreu et al., 1996; and Matyushov et al., 1997). ET (30) is a leading indicator of solvent polarity. A similar approach has been reported
in the literature (Christopher et al., 1992; Nurok D et al., 1993; and Pirila-Honkanen, 1995). William Bentley and Sun Koo recently studied the role of hydroxyl concentrations
in solvatochromic measures of solvent polarity of alcohols and alcohol-water
mixtures—evidence that preferential solvation effects may be overestimated
(William and Sun, 2004).
However, the need for a very simple method to evaluate solvent polarity compelled
us to believe that thin-layer chromatography may be the technique of choice. In a
previous manuscript (Ahmad et al., 1996), we gave the results of such a study using the Rf values of nitro compounds in various solvents. It was readily seen that the various linear
functions obtained could be used to predict solvent polarities which are not known or can be
used to evaluate solvent polarities of mixtures. In the present paper, we show that the
polarity of a solvent mixture can roughly be designated as the average of polarities of the
two solvents in various mixing ratios. This over simplification is nevertheless useful for
a qualitative estimate of solvent polarity by thin-layer chromatography. In this paper,
we report our results for different solvent systems in ratios of
1:1.
Silica gel G (E Merck India Ltd.) was used for thin-layer chromatography. The
nitro compounds were from E Merck and Fluka. All solvents were analytical grade
reagents from BDH and E Merck (India). The solvents were used without further
purification, however, most of them were dried over 4 Å molecular sieves. Traces of water were
not determined as it was felt that there would be no significant effect on Rf, a fact confirmed later by the linear relations obtained (Figures 1 and 2). For each
chromatographic development the thin-layer chromatography tank was covered with a greased glass
lid and the lid was removed only when the development was complete. |