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Carboxylic acid ionization constants by 19 F NMR spectroscopy
Author(s) -
Boiadjiev Stefan E.,
Lightner David A.
Publication year - 1999
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/(sici)1099-1395(199910)12:10<751::aid-poc190>3.0.co;2-p
Subject(s) - chemistry , titration , fluorine 19 nmr , aqueous solution , ionization , acid dissociation constant , chemical shift , carboxylic acid , nuclear magnetic resonance spectroscopy , titration curve , inorganic chemistry , computational chemistry , analytical chemistry (journal) , organic chemistry , ion
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 p K a values. The acidity of a fluorinated bilirubin precursor was established using this method. Copyright © 1999 John Wiley & Sons, Ltd.