Carboxylic acid ionization constants by F-19 NMR spectroscopy

Authors
Boiadjiev, SE Lightner, DA
Citation
Se. Boiadjiev et Da. Lightner, Carboxylic acid ionization constants by F-19 NMR spectroscopy, J PHYS ORG, 12(10), 1999, pp. 751-757
Citations number
23
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
JOURNAL OF PHYSICAL ORGANIC CHEMISTRY
ISSN journal
08943230 → ACNP
Volume
12
Issue
10
Year of publication
1999
Pages
751 - 757
Database
ISI
SICI code
0894-3230(199910)12:10<751:CAICBF>2.0.ZU;2-0
Abstract
The F-19 NMR spectra of 26 simple fluorinated carboxylic acids were measure d in aqueous solutions of pH 0.3-10.0. Analysis of the fluorine chemical sh ift dependence on pH allowed the determination of ionization constants from the titration curves; the values agreed with known pK(a) values. The acidi ty of a fluorinated bilirubin precursor was established using this method. Copyright (C) 1999 John Wiley & Sons, Ltd.