Determination of the gas-phase basicity of betaine and related compounds using the kinetic method

Journal of the American Chemical Society

Volumn 118, Issue 1, 1996, Pages 231-232

  Patrick, Jeffrey S ^a,b   Yang, Sheng S ^a,c   Cooks, R Graham ^a  

^a PURDUE UNIVERSITY   (United States)

^b 3M COMPANY   (United States)

^c Tekmar Dohrmann   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000962819     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja9521177     Document Type: Article

References (17)

1. ( 1) All error estimates represent the standard deviations of the intercepts from linear regression analysis of the data in the plots of the natural logarithm of the relative abundance ratios versus GB of the reference bases. The individual data points are the averages of triplicate determinations from 2-4 different days.
2. Cooks. R. G.: Patrick, J. S.: Kotiaho, T.: McLuckey. S. A. Mass Spectrom. Rev. 1995, 13, 287.
3. acid of the acid itself. This fact is utilized throughout this paper so that GB (values) can be discussed consistently.
4. Lias. S. G.; Bartmess. J. E.; Liebman, J. F.: Holmes, J. L.: Levin. R. D.; Mallard, W. G. J. Phys. Chem. Ref. Data 1988. 17 (S1). 1.
5. Gal, F.: Maria, P.-C. Prog Phys. Org. Chem. 1990, 17. 159.
6. Complementary experiments have been reported by Beauchamp, J. L.. presented at the 209th National Meeting of the American Chemical Society, Anaheirn, CA, April 2-7, 1995. H.-N. Lee and J. L. Beauchamp, submitted for publication.
7. Complementary experiments have been reported by Beauchamp, J. L.. presented at the 209th National Meeting of the American Chemical Society, Anaheirn, CA, April 2-7, 1995. H.-N. Lee and J. L. Beauchamp, submitted for publication.
8. Majumdar. T. K.: Clairet, F.; Tabet, J. C.; Cooks. R. G. J. Am. Chem. Soc. 1992, 114, 2897.
9. x.
10. 4
11. Larsen, C., Anthoni, U.; Nielsen, P. H., Christophersen. C. Org. Mass Spectrom. 1987, 22, 117.
12. Furthermore, the existence of two independent lines finds indirect support in the fact that cresol radicals have previously been shown to display isomeric proton-bound dimers. Hoke, S. H., II: Yang, S. S.; Cooks, R. G.; Hrovat, D. A., Borden, W. T. J. Am. Chem. Soc. 1994, 116. 4888.
13. Similarly. Squires and co-workers have demonstrated applications of the kinetic method to distinguish isomeric structures isolated from a reaction mixture: Wenthold. P. G.; Hu, J.; Squires, R. R. J. Am. Chem. Soc. 1994. 116. 6961.
14. O'Hair. R. A. J.: Bowie, J. H.: Gronert. S. Int. J Mass Spectrom. Ion Processes 1992, 117, 23.
15. The interchange distance is based on a C-C bond length of 1.49 Å, a C-N bond length of 1.48 Å, and a C-O length of 1.23 Å and appropriate bond angles.
16. Dictionary of Organic Chemistry, 5th ed.; Chapman and Hall: New York. 1982, Vol. 1. Hughes, D. L.; Bergan, J. J.; Grabowski, E. J. J. J. Org. Chem. 1986, 51. 2579. We thank a referee for this reference.
17. Dictionary of Organic Chemistry, 5th ed.; Chapman and Hall: New York. 1982, Vol. 1. Hughes, D. L.; Bergan, J. J.; Grabowski, E. J. J. J. Org. Chem. 1986, 51. 2579. We thank a referee for this reference.