K. Hirose, Motoharu Tanaka
Mar 1, 1977
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0
Influential Citations
4
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Journal
Bulletin of the Chemical Society of Japan
Abstract
The reaction of pyridine bases with aliphatic monocarboxylic acids has been studied by means of the partition method. Partition was carried out at 25 °C between benzene and 0.10 mol dm−3 (Na, H) ClO4 aqueous solution, the total concentration of pyridine base and that of carboxylic acid being less than 2×10−2 mol dm−3 and 1.0 mol dm−3, respectively. Both (1:1) and (1:2) complexes (base to acid ratio) are formed in benzene, (1:3) complex being additionally formed only for 2,4,6-trimethylpyridine. A linear free energy relationship is observed between the formation of the (1:1) and (1:2) complexes and the protonation in water of the corresponding bases except for sterically crowded 2,6-dimethyl derivatives of pyridine. The structure of the (1:2) and (1:3) complexes is discussed.