Triple-stage pentaquadrupole (QqQqQ) mass spectrometry and ion/molecule reactions

Mass Spectrometry Reviews

Volumn 16, Issue 3, 1997, Pages 113-144

  Eberlin, Marcos N ^a  

^a UNIVERSITY OF CAMPINAS   (Brazil)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000028113     PISSN: 02777037     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1098-2787(1997)16:3<113::AID-MAS1>3.0.CO;2-K     Document Type: Article

References (103)

1. 3) mass spectrometry," presented at The 13th International Mass Spectrometry Conference, Budapeste. 1994, p. 328.
2. Bakhtiar, R.; Drader, J. J.; Jacobson, D. B. "Direct formation of cyclobutadiene radical cation from cis-3,4-dichloro-cyclobutene," Org. Mass Spectrom. 1993, 28, 797.
3. Beaugrand, C.; Devant, G.; Nermag, S. N.; Rolando, C.; Jaouen, D. "A multiquad triple analyzer MS/MS/MS." In Proc. 34th ASMS Conf. Mass Spectrom. and Allied Topics, Cincinnati, OH, 1986, p. 220.
4. Beaugrand, C.; Jaouen, D.; Mestdagh, H.; Rolando C. "Ion confinement in the collision cell of a multiquadrupole mass spectrometer: Access to chemical equilibrium and determination of kinetic and thermodynamic parameters of an ion-molecule reaction," Anal. Chem. 1989, 61, 1447.
5. Bortolini, O.; Yang, S. S.; Cooks, R. G. "Electrophilic bromination of gaseous aromatic compounds: Mechanism and linear free energy effects on reaction rates," Org. Mass Spectrom. 1993, 28, 1313.
6. Bowers, M. T., Ed. Gas Phase Ion/Molecule Reactions, Vols. 1-3; Academic Press: New York, 1979.
7. Burinsky, D. J.; Cooks, R. G.; Chess, E. K.; Gross, M. L. "Consecutive reactions in triple analyzer mass spectrometry and applications to mixture analysis," Anal. Chem. 1982, 54, 295.
8. Busch, K. L.; Glish, G. L.; McLuckey, S. A. Mass Spectrometry/Mass Spectrometry: Techniques and Applications of Tandem Mass Spectrometry; VCH: New York, 1988.
9. Carvalho, M. C.; Eberlin, M. N.; Kascheres, C., presented at the 19th Conference of the Brazilian Chemical Society, 1996.
10. Carvalho, M.; Gozzo, F. C.; Moraes, L. A. B.; Mendes, M. A.; Sparrapan, R.; Kascheres, C.; Eberlin, M. N. "Locating the Charge Site of Heteroaromatic Cations, Chemistry, to appear.
11. +O, J. Chem. Soc. Perkin Trans. 2, 1997, 2347.
12. += C=O?" J. Mass Spectrom., 1997, 10, 1137.
13. Cody, R. B.; Burnier, R. C.; Cassady, C. J.; Freiser, B. S. "Consecutive collision-induced dissociations in Fourier transform mass spectrometry," Anal. Chem. 1982, 54, 2225.
14. Cooks, R. G.; Beynon, J. H.; Caprioli, R. M.; Lester, G. R. Metastable Ions; Elsevier: Amsterdam, 1973.
15. Cooks, R. G.; Hoke II, S. H.; Morand, K. L.; Lammert, S. A. "Mass spectrometers: instrumentation," Int. J. Mass Spectrom. Ion Proc. 1992, 118/119, 1.
16. Cooks, R. G.; Patrick, S.; Kotiaho, T.; McLuckey, S.A. "Thermochemical determination by the kinetic method," Mass Spectrom. Rev. 1994, 13, 287.
17. Dempster, A. J. Phil. Mag. 1931, 31, 438.
18. Dolnikowski, G. G.; Heath, T. G.; Watson, J. T.; Scrivens, J. H.; Rolando, C. H. "A study of the gas-phase reaction between protonated acetaldehyde and methanol," J. Am. Chem. Soc. 1990, 1, 481.
19. +] Diels-Alder cycloadditions of acylium ions in the gas phase," J. Am. Chem. Soc. 1993, 115, 9226.
20. Eberlin, M. N.; Cooks, R. G. "Gas-phase oxirane addition to acylium ions on reaction with 1,3-dioxolanes elucidated by tandem and triple stage mass spectrometric experiments," Org. Mass Spectrom. 1993, 28, 679.
21. 3) mass spectrometry," J. Am. Chem. Soc. 1994, 116, 2457.
22. + ions revealed through ion/molecule reactions in conjunction with 2D and 3D mass spectrometry," J. Am. Chem. Soc. 1992, 114, 2884.
23. +] Diels-Alder cycloaddition to nitrilium and immonium ions in the gas phase: Applications of multiple stage mass spectrometry in a pentaquadrupole instrument," J. Am. Soc. Mass Spectrom. 1995, 6, 1.
24. • with carbonyl compounds in the gas phase," J. Am. Chem. Soc. 1997, 119, 3550.
25. + in the gas phase" J. Am. Soc. Mass. Spectrom. to appear.
26. + chemi-ion - Acetyl cation or O-protonated ketene?" Chem. Phys. Letters 1995, 225, 78.
27. + chemi-ion." In Proceedings of the 44nd ASMS Conference on Mass Spectrometry and Allied Topics, 1996, p. 452.
28. Eller, K.; Schwarz, H. "Organometallic chemistry in the gas phase," Chem. Rev. 1991, 91, 1121.
29. Eyring, H.; Hirschfelder, J. O.; Taylor, H. S. "The theoretical treatment of chemical reactions produced by ionization processes," J. Chem. Phys. 1936, 4, 479.
30. Farrar, J. M.; Saunders, W. H., Eds. Techniques for the Study of Ion-Molecule Reactions; Wiley: New York, 1988.
31. Fetterolf, D. D.; Yost, R. A.; Eyler, J. R. "The use of reactive collisions in tandem mass spectrometry for the differentiation of isomer structures," Org. Mass Spectrom. 1984, 19, 104.
32. Franklin, J. L., Ed. Ion-Molecule Reactions, Spectrometry; Plenum Press: New York, 1972.
33. Futrell, J. H., Ed. Gaseous Ion Chemistry and Mass Spectrometry; Wiley: New York, 1986.
34. + fragments. An ab initio and multiple stage mass spectrometric study," J. Mass Spectrom. 1995, 30, 1553.
35. • to heterocyclic compounds. A pentaquadrupole mass spectrometry study," J. Am. Soc. Mass Spectrom. 1995, 6, 554.
36. +] cycloadditions in the gas phase," J. Am. Chem. Soc., to appear.
37. Gozzo, F. C.; Sorrilha, A. E. P. M.; Eberlin, M. N. "The generation, stability, dissociation and ion/molecule chemistry of sulfinyl cations in the gas phase," J. Chem. Soc. Perkin Trans. 2 1996, 587.
38. Grant, E. R.; Cooks, R. G. "Mass spectrometry and its use in tandem with laser spectroscopy," Science 1990, 250, 61.
39. Graul, S. T.; Squires, R. R. "Advances in flow reaction techniques for the study of gas-phase ion chemistry," Mass Spectrom. Rev. 1988, 7, 263.
40. Graul, S. T.; Squires, R. R. "Gas-phase acidities derived from threshold energies for activated reactions," J. Am. Chem. Soc. 1990, 112, 2517.
41. Gross, M. L. "Mass spectrometry research: An interplay between ion chemistry, instrumental development, and application," Mass Spectrom. Rev. 1989, 8, 165.
42. Hammerum, S. "Distonic radical cations in gaseous and condensed phase," Mass Spectrom. Rev. 1988, 7, 123.
43. Harrison, A. G., Ed. Chemical Ionization Mass Spectrometry; CRC Press: Boca Raton, 1983.
44. + isomers by ion/ molecule reaction with dimethyl ether," J. Am. Soc. Mass Spectrom. 1991, 2, 270.
45. Hippie, J. A.; Condon, E. U. Phys. Rev. 1945, 68, 54.
46. Hollis, J.; Tedder, J. M.; Stewart Walker, G. "Investigations of halonium ions in the gas phase," J. Chem. Soc. Perkin Trans. 2 1991, 1187.
47. Holmes, J. L. "Assigning structures to ions in the gas phase," Org. Mass Spectrom. 1985, 20, 169.
48. Jalonen, J. "Application of reaction collisions for differentiation of isomeric organic ions in the gas phase," J. Chem. Soc. Chem. Commun. 1985, 872.
49. Jennings, K. R. "Consecutive metastable transitions in a double-focusing mass spectrometer," Chem. Commun. 1966, 283.
50. Juliano, V. F. "Control, acquisition and data processing for pentaquadrupole sequential mass spectrometry," Doctoral Thesis, State University of Campinas, 1996.
51. 3 scans in a high-transmission pentaquadrupole mass spectrometer," Anal. Chem. 1996, 68, 1328.
52. Kenttämaa, H. I.; Cooks, R. G. "Identification of protonated β-hydroxycarbonyl compounds by reactive collisions in tandem mass spectrometry," J. Am. Chem. Soc. 1989, 111, 4122.
53. + isomers," J. Am. Chem. Soc. 1986, 108, 1797.
54. +• substitution in the gas phase," J. Am. Chem. Soc. 1993, 115, 1004.
55. Kruger, T. L.; Litton, J. F.; Kondrat, R. W.; Cooks, R. G. "Mixture Analysis by Mass-Analyzed Ion Kinetic Energy Spectrometry" Anal. Chem. 1976, 48, 2113.
56. Leinonen, A.; Vainiotalo, P. "Chemical ionization mass spectra of simple 1,3-dioxolanes and their sulphur analogues recorded with methane, isobutane, ammonia and acetone as Reagent gas," Org. Mass Spectrom. 1994, 29, 295.
57. Levsen, K.; Schwarz, H. "Gas phase chemistry of collisionally activated ions," Mass Spectrom. Rev. 1983, 2, 77.
58. Lu, L.; Yang, S. S.; Wang, Z.; Cooks, R. G.; Eberlin, M. N. "Normal and inverse electron demand Diels-Alder cycloaddition of protonated and methylated carbonyl compounds in the gas phase," J. Mass Spectrom. 1995, 30, 581.
59. + affinities of pyridines," J. Am. Chem. Soc., 1996, 118, 6010.
60. Ma, S.; Wong, P.; Cooks, R. G.; Gozzo, P. C.; Eberlin, M. N. "Stereoelectronic effects in phosphorous dichloride cation/pyridine complexes", Int. J. Mass. Spectrom. Ion Processes, 1997, 163, 89.
61. Majumdar, T. K.; Eberlin, M. N.; Cooks, R. G.; Green, M. M.; Muñoz, B.; Reidy, M. P. "Structural studies on alkylisocyanate polymers by thermal degradation tandem mass spectrometry," J. Am. Soc. Mass Spectrom. 1991, 2, 130.
62. McGilvery, D. C.; Morrison, J. D. "A mass spectrometer for the study of laser-induced photodissociation of ions," Int. J. Mass Spectrom. Ion Phys. 1978, 28, 81.
63. McLafferty, F. W. Tandem Mass Spectrometry; Wiley: New York, 1983.
64. McLukey, S. A.; Sallans, L.; Cody, R. B.; Burnier, R. C.; Verma, S.; Freiser, B. S.; Cooks, R. G. "Energy-resolved tandem and Fourier-transform mass spectrometry," Int. J. Mass Spectrom. Ion Phys. 1982, 44, 215.
65. Mendes, M. A.; Moraes, L. A. B.; Pimpim, R.,S.; Kostiainen, R.; Kotiaho, T.; Eberlin, M. N. "A novel oxygen atom transfer reaction of ozone to ionized pyridine, pyrimidine, methyl halides and halogen atoms in the gas phase," J. Org. Chem., to appear.
66. Mestdagh, H.; Rolando, C. "Metal-promoted carbon-carbon bond formation in the gas phase: Reaction of iron carbonyl cations with allyl chloride," J. Am. Chem. Soc. 1989, 111, 3476.
67. Moraes, L. A. B.; Eberlin, M. N., to appear (a).
68. Moraes, L. A. B.; Eberlin, M. N., to appear (b).
69. Moraes, L. A. B.; Eberlin, M. N. "Transacetalization of 1,3-dioxane with acylium and sulfinyl cations in the gas phase," J. Chem. Soc. Perkin Trans. 2, 1997, 2105.
70. Moraes, L. A. B.; Eberlin, M. N. "Ring expansion of epoxides and homologues upon acylation with acylium ions in the gas phase," J. Org. Chem., to appear (c).
71. Moraes, L. A. B.; Gozzo, F. C.; Eberlin, M. N.; Vainiotalo, P. "Transacetalization with acylium ions. A structurally diagnostic ion-molecule reaction for cyclic acetals and ketals in the gas phase," J. Org. Chem., 1997, 62, 5096.
72. Moraes, L. A. B.; Pimpim, R. S.; Eberlin, M. N. "Novel ketalization reaction of acylium ions with diols and analogues in the gas phase," J. Org. Chem. 1996, 61, 8726.
73. +, with monosubstituted benzenes in the gas phase," J. Chem. Soc. Perkin Trans. 2 1981, 967.
74. Morrison, J. D.; Stanney, D. A.; Tedder, J. "The design and development of a quinquequadrupole mass spectrometer." In Proc. 34th ASMS Conf. Mass Spectrom. and Allied Topics, Cincinnati, OH, 1986, p. 222.
75. Munson, M. S. B.; Field, F. H. "Chemical ionization mass spectrometry I. General introduction," J. Am. Chem. Soc. 1966, 88, 2621.
76. O'Lear, J. R.; Wright, L. G.; Louris, J. N.; Cooks, R. G. "The reaction intermediate spectrum: A new type of experiment in tandem mass spectrometry," Org. Mass Spectrom. 1987, 22, 348.
77. Paradisi, C.; Kenttämaa, H.; Le, Q. T.; Caserio, M. C. "Gas-phase ion-molecule reactions of thioic and dithioic acid derivatives. Condensation reaction with alkenes and alkynes," Org. Mass Spectrom. 1988, 23, 521.
78. Pimpim, R. S.; Sorrilha, A. E. P. M.; Eberlin, M. N. presented at the The 18th Brazilian Chemical Society Meeting, 1996.
79. Ranasinghe, A.; Cooks, R. G.; Sethi, S. K. "Selective isotopic exchange of polyfunctional ions in tandem mass spectrometry: Methodology, applications and mechanism," Org. Mass Spectrom. 1992, 27, 77.
80. Sablier, M. "Reactions of gas-phase transition metal cations with cyanogen bromine and cyanogen iodide," presented at The 13th International Mass Spectrometry Conference, Budapeste, 1994, p. 232.
81. Sablier, M.; Capron, L.; Mestdagh, H.; Rolando, C. "Gas-phase reactivity of transition metal cations with cyanogen radical precursors," Tetrahedron Letters 1994, 35, 2895.
82. Schoen, A. E.; Amy, J. W.; Ciupek, J. D.; Cooks, R. G.; Dobberstein, P.; Jung, G. "A hybrid BEQQ mass spectrometer," Int. J. Mass Spectrom. Ion Proc. 1985, 65, 125.
83. Schwartz, J. C.; Schey, K. L.; Cooks, R. G. "A pentaquadrupole instrument for reaction intermediate scans and other MS-MS-MS experiments," Int. J. Mass Spectrom. Ion Processes, 1990, 101, 1.
84. Schwartz, J. C.; Wade, A. P.; Enke, C. G.; Cooks, R. G. "Systematic delineation of scan modes in multidimensional mass spectrometry," Anal. Chem. 1990, 62, 1809.
85. 3 capabilities of a pentaquadrupole mass spectrometer," J. Am. Soc. Mass Spectrom. 1992, 3, 518.
86. Smyth, H. D. "Products and processes of ionization by low speed electrons," Rev. Mod. Phys. 1931, 3, 347-391.
87. 3) mass spectrometric study," presented at The 13th International Mass Spectrometry Conference, Budapeste, 1994, p. 329.
88. +• isomers," J. Am. Soc. Mass Spectrom. 1996, 7, 1126.
89. + + 2] cycloaddition of protonated 1-aza and 2-azabutadiene in the gas phase," J. Org. Chem. to appear.
90. Talrose, V. L.; Dokl. Akad. Nauk SSR 1952, 86, 909-921.
91. Tedder, J. M.; Walker, G. S. "Investigation of oxonium ions," J. Chem. Soc. Perkin Trans. 2, 1991, 317.
92. Thomson, J. J. Rays of Positive Electricity and their Applications in Chemical Analysis, Longmans, Green and Co.: New York, 1913.
93. Turecek, F.; Hanus, V. "Retro-Diels Alder reaction in mass spectrometry," Mass Spectrom. Rev. 1984, 3, 85.
94. Vainiotalo, P.; Moraes, L. A.; Eberlin, M. N. "A gas phase structurally diagnostic ion/molecule reaction for 1,3-O,O and 1,3-O,S-heterocycles." In Proceedings of the 44th ASMS Conference on Mass Spectrometry and Allied Topics, 1996, p. 453.
95. + in a tandem quadrupole mass spectrometry," Chem. Phys. Lett. 1974, 28, 559.
96. +) affinities of pyridines determined by the kinetic method: Stereoelectronic effects in the gas phase," J. Am. Chem. Soc. 1997, 8, 68.
97. 3) mass spectrometry," J. Mass Spectrom. 1995b, 30, 184.
98. 3) mass spectrometry," J. Mass Spectrom. 1995a, 30, 807.
99. + affinities for pyridines determined by using the kinetic method with multiple stage mass spectrometry: Agostic effects the gas phase," J. Am. Soc. Mass Spectrom. 1996, 7, 198.
100. Yost, R. A.; Enke, C. G. "Selected ion fragmentation with a tandem quadrupole mass spectrometer" J. Am. Chem. Soc. 1978, 100, 2274.
101. Yost, R. A.; Enke, C. G. In Tandem Quadrupole Mass Spectrometry, McLafferty, F. W., Ed.; Wiley: New York, 1983.
102. Yu, T. Y.; Cheng, T. M. H.; Kempter, V.; Lampe, F. W. "Ionic reactions in monosilane. Some radiation chemistry implications," J. Phys. Chem. 1972, 76, 3321.
103. 4 molecules and cations by neutralization-reionization mass spectrometry," J. Am. Chem. Soc. 1989, 111, 8341.