TY - JOUR
T1 - Anion solvation properties of protic solvents. 1. Spectroscopic study
AU - Hormadaly, J.
AU - Marcus, Y.
PY - 1979
Y1 - 1979
N2 - A spectroscopic index for the polarity of solvents, such as Dimroth and Reichardt's ET, is also a measure of the solvating ability of these solvents toward anions. Few data for protic solvents, in particular acidic ones, have been reported in the literature. Measurements of ET have been made with the betaine dye 2,6-diphenyl-4-(2′,4′,6′-triphenyl-1-pyridino)phenoxide for over 40 protic solvents, such as the alcohols from methanol to dodecanol and various substituted phenols, and with the dye 4-(2′,4′,6′-triphenyl-1-pyridino)phenoxide for some 20 of these solvents. For some more acidic solvents, such as carboxylic acids, Kosower's Z values have been determined with 4-cyano-1-ethylpyridinium iodide, and Mayer, Gutmann, and Gerger's AN values with tributylphosphine oxide. The values were intercompared, and the effects of the presence of base (triethylamine) and water on the ET values have been studied. These indexes have been correlated with structural factors for the alcohols and phenols, and with the acidity of the phenols. These correspondences permit the prediction of ET and the solvation properties of solvents which have not been studied yet.
AB - A spectroscopic index for the polarity of solvents, such as Dimroth and Reichardt's ET, is also a measure of the solvating ability of these solvents toward anions. Few data for protic solvents, in particular acidic ones, have been reported in the literature. Measurements of ET have been made with the betaine dye 2,6-diphenyl-4-(2′,4′,6′-triphenyl-1-pyridino)phenoxide for over 40 protic solvents, such as the alcohols from methanol to dodecanol and various substituted phenols, and with the dye 4-(2′,4′,6′-triphenyl-1-pyridino)phenoxide for some 20 of these solvents. For some more acidic solvents, such as carboxylic acids, Kosower's Z values have been determined with 4-cyano-1-ethylpyridinium iodide, and Mayer, Gutmann, and Gerger's AN values with tributylphosphine oxide. The values were intercompared, and the effects of the presence of base (triethylamine) and water on the ET values have been studied. These indexes have been correlated with structural factors for the alcohols and phenols, and with the acidity of the phenols. These correspondences permit the prediction of ET and the solvation properties of solvents which have not been studied yet.
UR - http://www.scopus.com/inward/record.url?scp=0342711298&partnerID=8YFLogxK
U2 - 10.1021/j100485a008
DO - 10.1021/j100485a008
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AN - SCOPUS:0342711298
SN - 0022-3654
VL - 83
SP - 2843
EP - 2848
JO - Journal of Physical Chemistry
JF - Journal of Physical Chemistry
IS - 22
ER -