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Influence of the dielectric constant of the medium on the dipole moment of 1/1 complexes between trialkylamines and carboxylic acids

✍ Scribed by P. L. Huyskens; M. Cl. Haulait-Pirson; F. Kapuku


Publisher
Wiley (John Wiley & Sons)
Year
2010
Weight
361 KB
Volume
89
Category
Article
ISSN
0037-9646

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✦ Synopsis


Abstract

When carboxylic acids are dissolved in trialkylamines, the dipole moments μ~ab~ of the 1/1 complexes increase when the molefraction of the acid becomes greater. This is due to the enhancement of the dielectric constant of the medium which affects the transfer constant K~t~ of the proton in the hydrogen bonds, causing an increase of the proportion of the ion‐pairs with respect to the number of complexes where no proton transfer occurs. An equation is proposed which takes quantitatively this effect into account. The transfer constant K~t~ in a given medium at roomtemperature is nearly the same in the complexes of propanoic, butanoic and pentanoic acid by is significantly higher in the complexes of tributylamine than in those of triethylamine. This can be explained by the higher pK~a~ of the former base. In these ab complexes the transfer constant remains always smaller than one.


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