ISSN:
0894-3230
Keywords:
Organic Chemistry
;
Physical Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
,
Physics
Notes:
The general solvation equation \documentclass{article}\pagestyle{empty}\begin{document}$${\rm logSP} = {\rm c} + {\rm rR}_2 + {\rm s\pi }_2^{\rm H} + {\rm a}\sum {\rm \beta }_2^{\rm H} + {\rm vV}_{\rm X}$$\end{document} was applied to the partition of solutes between water and isobutanol, pentanol, hexanol, octanol, decanol and oleyl alcohol. It is shown that the two main factors that influence partitioning are solute hydrogen-bond basicity Σβ2H and solute volume Vx. The b coefficient becomes steadily more negative along the above series of alcohols, showing that the alcoholic phases, which are all less acidic than water, become less and less acidic as the chain length increases, and the water content of the alcoholic phase decreases. The v coefficient, on the other hand, becomes gradually more positive, indicating that as the chain length increases and the water content decreases, the alcoholic phase becomes more and more hydrophobic. Of great significance is that for all six alcohols, the a coefficient is effectively zero, so that all alcoholic phases have the same basicity as bulk water, no matter what their water content is. It is suggested that, contrary to results of solvatochromic measurements, the alcohols have similar hydrogen-bond basicity to water.
Additional Material:
2 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/poc.610071209
