Effects of functional group interactions on the gas-phase methylation and dissociation of acids and esters

Journal of the American Society for Mass Spectrometry

Volumn 7, Issue 6, 1996, Pages 565-572

  Isbell, John J ^a   Brodbelt, Jennifer S ^a  

^a UNIVERSITY OF TEXAS AT AUSTIN   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ARTICLE; CONFORMATION; DISSOCIATION CONSTANT; MASS SPECTROMETRY; METHYLATION; MOLECULAR DYNAMICS; MOLECULAR INTERACTION; PROTON TRANSPORT;

EID: 0030011317     PISSN: 10440305     EISSN: None     Source Type: Journal    
DOI: 10.1016/1044-0305(96)00016-5     Document Type: Article

References (37)

1. Benoit, F.; Holmes, J. L.; Isaacs, N. S. Org. Mass Spectrom. 1969, 2, 591.
2. Weinkam, R. J. J. Am. Chem. Soc. 1974, 96, 1032.
3. Fenselau, C. C., Robinson, C. H. J. Am. Chem. Soc. 1971, 93, 3070.
4. Brodbelt, J. S.; Wysocki, V. H.; Cooks, R. G. Org. Mass Spectrom. 1988, 23, 54.
5. Eichmann, E. S.; Brodbelt, J. S. J. Am. Soc. Mass Spectrom. 1993, 4, 230.
6. Eichmann, E. S.; Brodbelt, J. S. Org. Mass Spectrom. 1993, 28, 655.
7. Eichmann, E. S.; Brodbelt, J. S. Org. Mass Spectrom. 1993, 28, 737.
8. Respondek, J. Schwarz, H.; Van Gaever, F.; Van der Sande, C. C. Org. Mass Spectrom. 1978, 13, 618.
9. Harrison, A. G., Rao, K. M.; Kallury, R. Org. Mass Spectrom. 1980, 15, 277.
10. Wysocki, V. H., Burinsky, D. J., Cooks, R. G. J. Org. Chem. 1985, 50, 1287.
11. Bowie, J. H.; Williams, D. H.; Madsen, P.; Schroll, G.; Lawesson, S.-O. Tetrahedron 1967, 23, 305.
12. Benoit, F.; Holmes, J. L. Org. Mass Spectrom. 1972, 6, 541.
13. Fales, H. M; Milne, G. W. A.; Nicholson, R. S. Anal. Chem. 1971, 43, 1785.
14. Weinkam, R. J.; Gal, J. Org. Mass Spectrom. 1976, 27, 188.
15. Tajima, S.; Ishiguro, A.; Tobita, S. Int. J. Mass Spectrom. Ion Processes 1987, 75, 147.
16. Dallinga, J. W.; Nibbering, N. M. M.; van der Greef, J.; Ten Noever de Brauw, M. C. Org. Mass Spectrom. 1984, 29, 10.
17. Vainiotalo, P.; Malkonen, P. J. Org. Mass Spectrom. 1987, 22, 688.
18. Several extensive reviews on functional group interactions and on cis-trans diacids-diesters: (a) Vairamani, M.; Saraswathi, M. Mass Spectrom. Rev. 1992, 10, 491;
19. (b) Mandelbaum, A. Mass Spectrom. Rev. 1983, 2, 223;
20. (c) Vainiotalo, P.; Harrison, P. J. Org. Mass Spectrom. 1987, 22, 687;
21. (d) Splitter, J. S.; Turecek, F. Application of Mass Spectrometry to Organic Stereochemistry; VCH Publishers: New York, 1994.
22. Harrison, A. G.; Nacson, S.; Mandelbaum, A. Org. Mass Spectrom. 1987, 22, 283.
23. Weisz, A.; Mandelbaum, A.; Shabinowitz, J.; Hunt, D. F. Org. Mass Spectrom. 1984, 19, 238.
24. Brodbelt, J.; Liou, J.; Donovan, T. Anal. Chem. 1991, 63, 1205.
25. Burrows, E. P. Org. Mass Spectrom. 1992, 27, 763.
26. Pavia, D. L.; Lampman, G. M.; Kriz, G. S., Jr. Introduction to Organic Laboratory Techniques: A Contemporary Approach; W. B. Saunders: Philadelphia, 1976; p 94.
27. Weber-Grabau, M.; Kelley, P. E.; Syka, J. E. P.; Bradshaw, S. C.; Brodbelt, J. S. Proceedings of the 35th Annual Conference of the American Society for Mass Spectrometry; 1987; p 1114.
28. Stewart, J. P. QCPE 455. MOPAC 6.0 (QCPE 455) is available from the Quantum Chemistry Program Exchange, Indiana University, Bloomington, IN.
29. Dewar, M. J. S.; Storch, D. M. J. Am. Chem. Soc. 1985, 107, 3898.
30. Dewar, M. J. S. Org. Mass Spectrom. 1993, 28, 305.
31. Harrison, A. G.; Ichikawa, H. Org. Mass Spectrom. 1980, 15, 244.
32. Isaacs, N. S. Physical Organic Chemistry; Wiley: New York, 1987; p 104.
33. Brodbelt, J. S.; Wysocki, V. H.; Cooks, R. G. Org. Mass Spectrom. 1988, 23, 54.
34. Szulejko, J. E.; Fisher, J. J.; McMahon, T. B.; Wronka, J. Int. J. Mass Spectom. Ion Processes 1988, 83, 147.
35. Lias, S. G.; Liebman, J. F.; Levin, R. D. J. Phys. Chem. Ref. Data 1984, 13, 695.
36. (a) Audier, H. E.; Berthomieu, D.; Hudhomme, P.; Monteiro, C.; Mourgues, P. Org. Mass Spectrom. 1990, 25, 87;
37. (b) Morizur, J.-P.; Martigny, I.; Tortajada, J.; Geribaldi, S. Org. Mass Spectrom. 1990 25, 89.