Carboxylic acid ionization constants by 19F NMR spectroscopy

SE Boiadjiev, DA Lightner

Index: Boiadjiev, Stefan E.; Lightner, David A. Journal of Physical Organic Chemistry, 1999 , vol. 12, # 10 p. 751 - 757

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Citation Number: 15

Abstract

Abstract The 19 F NMR spectra of 26 simple fluorinated carboxylic acids were measured in aqueous solutions of pH 0.3–10.0. Analysis of the fluorine chemical shift dependence on pH allowed the determination of ionization constants from the titration curves; the values agreed with known pK a values. The acidity of a fluorinated bilirubin precursor was established using this method. Copyright© 1999 John Wiley & Sons, Ltd.