Investigation of Substituted-Benzene Dopants for Charge Exchange Ionization of Nonpolar Compounds by Atmospheric Pressure Photoionization

Journal of the American Society for Mass Spectrometry

Volumn 19, Issue 7, 2008, Pages 955-963

  Robb, Damon B ^a   Smith, Derek R ^a   Blades, Michael W ^a  

^a UNIVERSITY OF BRITISH COLUMBIA   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

ADDITION REACTIONS; ATMOSPHERIC IONIZATION; ATMOSPHERIC PRESSURE; ATMOSPHERICS; BENZENE; CHARGE TRANSFER; CHARGED PARTICLES; CHEMICAL REACTIONS; CLIMATOLOGY; ELECTROLYSIS; ELECTRONS; FLUIDS; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; IONIZATION; MASS SPECTROMETRY; METEOROLOGY; MIXTURES; ORGANIC POLYMERS; PHOTOIONIZATION; PLASMAS; PRESSURE; PROTON TRANSFER; PROTONS; REACTION KINETICS; SATELLITE GROUND STATIONS; SOLVENTS; TELLURIUM COMPOUNDS;

(DIACETOXYIODO) BENZENE; (PL) PROPERTIES; AMERICAN SOCIETY; ATMOSPHERIC PRESSURE PHOTOIONIZATION (APPI); BROMOBENZENE; CHARGE EXCHANGE (CX); DESIRABLE PROPERTIES; DOPANT IONS; ELECTRON DONATING; ELECTRON WITHDRAWING; HIGH IONIZATION; IMPROVED PERFORMANCE; NON-POLAR COMPOUNDS; PHOTOIONS; PROTON TRANSFER REACTIONS; REACTIVITY (CHEMICAL); RESTRICTIVE CONDITIONS; REVERSED PHASE (RP); SUBSTITUTED BENZENES;

DOPING (ADDITIVES);

ANISOLE DERIVATIVE; BENZENE; BENZENE DERIVATIVE; BROMOBENZENE; CHLOROBENZENE; FLUORINE DERIVATIVE; SOLVENT;

ARTICLE; ELECTRON TRANSPORT; IONIZATION; LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; PROTON TRANSPORT;

EID: 45849115457     PISSN: 10440305     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jasms.2008.03.013     Document Type: Article

References (25)

1. Robb D.B., Covey T.R., and Bruins A.P. Atmospheric Pressure Photoionization: An Ionization Method for Liquid Chromatography-Mass Spectrometry. Anal. Chem. 72 (2000) 3653-3659
2. Hayen H., and Karst U. Strategies for the Liquid Chromatographic-Mass Spectrometric Analysis of Nonpolar Compounds. J. Chromatogr. A 1000 (2003) 549-565
3. Koster G., and Bruins A.P. Mechanisms for Ion Formation in LC/MS by Atmospheric Pressure Photo-Ionization (APPI). Proceedings of the 49th ASMS Conference on Mass Spectrometry and Allied Topics. Chicago, IL (May, 2001)
4. Kauppila T.J., Kuuranne T., Meurer E.C., Eberlin M.N., Kotiaho T., and Kostiainen R. Atmospheric Pressure Photoionization Mass Spectrometry. Ionization Mechanism and the Effect of Solvent on the Ionization of Naphthalenes. Anal. Chem. 74 (2002) 5470-5479
5. Robb D., and Blades M. Effects of Solvent Flow, Dopant Flow, and Lamp Current on Dopant-Assisted Atmospheric Pressure Photoionization (DA-APPI) for LC-MS. Ionization via Proton Transfer. J. Am. Soc. Mass Spectrom. 16 (2005) 1275-1290
6. Tzeng W.B., Wei S., and Castleman Jr. A.W. Multiphoton Ionization of Acetone Clusters: Metastable Unimolecular Decomposition of Acetone Cluster Ions and the Influence of Solvation on Intracluster Ion-Molecule Reactions. J. Am. Chem. Soc. 111 (1989) 6035-6040
7. Impey G., Kieser B., and Alary J.-F. The Analysis of Polycyclic Aromatic Hydrocarbons (PAHs) by LC/MS/MS using a New Atmospheric Pressure Photoionization Source. Proceedings of the 49th ASMS Conference on Mass Spectrometry and Allied Topics. Chicago, IL (May, 2001)
8. Müller A., Mickel M., Geyer R., Ringseis R., Eder K., and Steinhart H. Identification of Conjugated Linoleic Acid Elongation and β-Oxidation Products by Coupled Silver-Ion HPLC APPI-MS. J. Chromatogr. B 837 (2006) 147-152
9. Robb D., and Blades M. Atmospheric Pressure Photoionization for Ionization of Both Polar and Nonpolar Compounds in Reversed-Phase LC/MS. Anal. Chem. 78 (2006) 8162-8164
10. Kauppila T.J., Kostiainen R., and Bruins A.P. Anisole, a New Dopant for Atmospheric Pressure Photoionization Mass Spectrometry of Low Proton Affinity, Low Ionization Energy Compounds. Rapid Commun. Mass Spectrom. 18 (2004) 808-815
11. Lias S.G., Ausloos P., and Horvath Z. Charge Transfer Reactions in Alkane and Cycloalkane Systems. Estimated Ionization Potentials. Int. J. Chem. Kinet. 8 (1976) 725-739
12. http://webbook.nist.gov/chemistry.
13. van Dam A., and Bruins A.P. New Dopants for Atmospheric Pressure Photoionization Under Reversed Phase Liquid Chromatography Conditions. Poster presented at 21st Montreaux Symposium (November 10-12, 2004)
14. Meot-Ner (Mautner) M., and Kafafi S.A. Carbon Acidities of Aromatic Compounds. J. Am. Chem. Soc. 110 (1988) 6297-6303
15. 2O, where B is a Nitrogen, Oxygen, or Carbon Base. Int. J. Mass Spectrom. Ion Processes 84 (1988) 135-155
16. Ibrahim Y.M., Meot-Ner (Mautner) M., Alshraeh E.H., Samy El-Shall M., and Scheiner S. Stepwise Hydration of Ionized Aromatics. Energies, Structures of the Hydrated Benzene Cation, and the Mechanism of Deprotonation Reactions. J. Am. Chem. Soc. 127 (2005) 7053-7064
17. Crable G.F., and Kearns G.L. Effect of Substituent Groups on the Ionization Potentials of Benzenes. J. Phys. Chem. 66 (1962) 436-439
18. Baker A.D., May D.P., and Turner D.W. Molecular Photoelectron Spectroscopy. Part VII. The Vertical Ionization Potentials of Benzene and Some of Its Monosubstituted and 1,4-Disubstituted Derivatives. J. Chem. Soc. B (1968) 22-34
19. Levsen K. Substituent Effects on Ionization Potentials. Fundamental Aspects of Organic Mass Spectrometry Vol. IV (1978), New York, Verlag Chemie 19-21
20. DiLabio G.A., Pratt D.A., and Wright J.S. Theoretical Calculation of Ionization Potentials for Disubstituted Benzenes: Additivity Versus Non-Additivity of Substituent Effects. J. Org. Chem. 65 (2000) 2195-2203
21. Lau Y.K., and Kebarle P. Substituent Effects on the Intrinsic Basicity of Benzene: Proton Affinities of Substituted Benzenes. J. Am. Chem. Soc. 98 (1976) 7452-7453
22. Benoit F.M., and Harrison A.G. Predictive Value of Proton Affinity. Ionization Energy Correlations Involving Oxygenated Molecules. J. Am. Chem. Soc. 99 (1977) 3980-3984
23. Wincel H., Fokkens R.H., and Nibbering N.M.M. Site of Protonation of Benzonitrile: Hydrogen Interchange in the Protonated Species. J. Am. Soc. Mass Spectrom. 1 (1990) 225-232
24. Bruice P.Y. The Effects of Substituents on Reactivity. Organic Chemistry. 3rd ed. (2001), Prentice Hall, Upper Saddle River, NJ 636-641
25. Novak I., and Kovac B. Halogens in Competition: Electronic Structure of Mixed Dihalobenzenes. J. Phys. Chem. A 109 (2005) 3318-3324