Abstract
The association between the chloroacetic acids (mono-, di-, and tri-) and a series of bases (dimethyl, dibenzyl, diphenyl sulphoxide, triphenylphosphine oxide, diphenyl selenoxide) in carbon tetrachloride was studied using the absorbance of the OH stretching band of the free acid. Kas, ΔGo, ΔHo and ΔSo of association were derived from the spectrophotometric data. A linear relationship between ΔHo and the pKa of the acids was found. The thermodynamic quantities reflect also the basicity of the proton acceptors but not in a simple relation. The strongest hydrogen bond is formed between trichloroacetic acid and diphenyl selenoxide, –ΔHo being ∼67 kJ/mol.
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More From: Journal of the Chemical Society, Faraday Transactions 1: Physical Chemistry in Condensed Phases
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