Carboxylic acid ionization constants by 19F NMR spectroscopy

Journal of Physical Organic Chemistry

Volumn 12, Issue 10, 1999, Pages 751-757

  Boiadjiev, Stefan E ^a,b   Lightner, David A ^a  

^a UNIVERSITY OF NEVADA   (United States)

^b BULGARIAN ACADEMY OF SCIENCES   (Bulgaria)

Author keywords

Fluorinated carboxylic acids; Ionization constants

Indexed keywords

EID: 5944250936     PISSN: 08943230     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1099-1395(199910)12:10<751::AID-POC190>3.0.CO;2-P     Document Type: Article

References (23)

1. A. F. McDonagh, in The Porphyrins, edited by D. Dolphin, Vol. VI, Chapt. 6, pp. 293-491. Academic Press, New York (1979).
2. C Tribelli and J. D. Ostrow, Hepatology 24, 1296-1311 (1996).
3. S. E. Boiadjiev and D. A. Lightner, J. Org. Chem. 63, 6220-6228 (1998).
4. S. E. Boiadjiev and D. A. Lightner, J. Org. Chem 62, 399-404 (1997).
5. (a) E. P. Serjeant and B. Dampsey, Ionization Constants of Organic Acids in Aqueous Solution. Pergamon Press, Oxford (1979)
6. (b) J. F. King, in Elucidation of Structures by Physical and Chemical Methods, Part One, edited by K. W. Bently, Chapt. VI, pp. 319-412. Wiley, New York (1963).
7. H. Günther, NMR Spectroscopy, 2nd ed., p. 463. Wiley, New York (1994).
8. R. W. Taft and P. L. Levins, Anal. Chem. 34, 436-437 (1962).
9. J. R. P. Arnold and J. Fischer, J. Chem. Soc. Chem. Commun. 1859-1860 (1998).
10. P. W. Kuchel, in Analytical NMR, edited by L. D. Field and S. Sternhell, pp. 184-189. Wiley, New York, (1989).
11. C. J. Deutsch and J. S. Taylor, Ann. N. Y. Acad. Sci 508, 33-47 (1987).
12. C. J. Deutsch and J. S. Taylor, Biophys. J. 55, 799-804 (1989).
13. J. L. Harper, R. A. J. Smith, J. J. Bedford and J. P. Leader, Tetrahedron 53, 8211-8224 (1997).
14. D. L. Rabenstein and T. L. Sayer, Anal. Chem. 48, 1141-1146 (1976).
15. A. I. Vogel, Vogel's Textbook of Quantitative Chemical Analysis, 5th ed. Longman, Harlow (1989).
16. I. R. Fox, P. L. Levins and R. W. Taft Jr, Tetrahedron Lett. 249-252 (1961).
17. A. J. Hoefnagel, M. A. Hoefnagel and B. M. Wepster, J. Org. Chem. 43, 4720-4745 (1978).
18. M. Ludwig, V. Baron, K. Kalfus, O. Pytela and M. Večeř, Collect Czech. Chem. Commun. 51, 2135-2142 (1986).
19. E. T. McBee, O. R. Pierce and D. D. Smith, J. Am. Chem. Soc. 76, 3722-3725 (1954).
20. W. Adcock, M. J. S. Dewar, R. Golden and M. A. Zeb, J. Am. Chem. Soc. 97, 2198-2205 (1975)
21. V. Wray, Annu. Rep. NMR Spectrosc. 10B, 1-507 (1980).
22. 19F NMR Chemical Shifts. Wiley, New York (1970).
23. D. L. Holmes and D. A. Lightner, Tetrahedron 51, 1607-1622 (1995).