Protonated carbonic acid and the trihydroxymethyl radical in the gas phase. A Neutralization-Reionization Mass Spectrometry and ab initio/RRKM study

Gerbaux, Pascal; Turecek, Frantisek

doi:10.1021/jp020162c

Article (Périodiques scientifiques)

Protonated carbonic acid and the trihydroxymethyl radical in the gas phase. A Neutralization-Reionization Mass Spectrometry and ab initio/RRKM study

Gerbaux, Pascal; Turecek, Frantisek

2002 • In Journal of Physical Chemistry. A, 106 (24), p. 5938-5950

Peer reviewed vérifié par ORBi

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https://hdl.handle.net/20.500.12907/38247

DOI
10.1021/jp020162c

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Résumé :

[en] Gas-phase protonation of carbonic acid is predicted to occur preferentially at the carbonyl oxygen with the 298 K proton affinity that was calculated as PA = 741 and 775 kJ mol-1 for the syn- and anti-conformer, respectively. The hydroxyl groups are less

Disciplines :

Chimie

Auteur, co-auteur :

Gerbaux, Pascal

Turecek, Frantisek

Langue du document :

Anglais

Titre :

Protonated carbonic acid and the trihydroxymethyl radical in the gas phase. A Neutralization-Reionization Mass Spectrometry and ab initio/RRKM study

Date de publication/diffusion :

01 janvier 2002

Titre du périodique :

Journal of Physical Chemistry. A

ISSN :

1089-5639

eISSN :

1520-5215

Maison d'édition :

American Chemical Society, Washington, Etats-Unis - District de Columbia

Volume/Tome :

106

Fascicule/Saison :

Pagination :

5938-5950

Peer reviewed :

Peer reviewed vérifié par ORBi

Unité de recherche :

S836 - Synthèse et spectrométrie de masse organiques

Commentaire :

Publié en ligne le 29 mai 2002

Disponible sur ORBi UMONS :

depuis le 10 juillet 2010

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Bibliographie

(a) Galinos, A. G.; Carotti, A. A. J. Am. Chem. Soc. 1961, 83, 752.
(b) Gattow, G.; Gewarth, U. Angew. Chem., Int. Ed. Engl. 1965, 4, 149.
Terlouw, J. K.; Lebrilla, C. B.; Schwarz, H. Angew. Chem., Int. Ed. Engl. 1987, 26, 354-355.
(a) Olah, G. A.; White, M. J. Am. Chem. Soc. 1968, 90, 1884-1889.
(b) Rasul, G.; Reddy, V. P.; Zdunek, L.; Prakash, G. K. S.; Olah, G. A. J. Am. Chem. Soc. 1993, 115, 2236-2238.
Egsgaard, H.; Carlsen, L. J. Chem. Soc., Faraday Trans. 1 1989, 85, 3403-3411.
(a) Lazarou, Y. G.; Papagiannakopoulos, P. J. Phys. Chem. 1993, 97, 9133-9140.
(b) Burkey, T. J.; Castelhano, A. L.; Griller, D.; Lossing, F. P. J. Am. Chem. Soc. 1983, 105, 4701-4703.
For comprehensive computational studies see: (a) Pasto, D. J. J. Am. Chem. Soc. 1988, 110, 8164-8175.
(b) Leroy, G.; Sana, M.; Wilante, C. THEOCHEM 1991, 74, 37-45.
(c) Leroy, G.; Sana, M.; Wilante, C. THEOCHEM 1991, 80, 303-328.
(d) Pius, K.; Jain, M.; Chandrasekhar, J. THEOCHEM 1996, 361, 191-203.
(e) Wayner, D. D. M.; Clark, K. B.; Rauk, A. Yu. D.; Armstrong, D. A. J. Am. Chem. Soc. 1997, 119, 8925-8932.
(f) Mayer, P. M.; Glukhovtesev, M. N.; Gauld, J. W.; Radom, L. J. Am. Chem. Soc. 1997, 119, 12889-12895.
(g) Parkinson, C. J.; Mayer, P. M.; Radom, L. J. Chem. Soc., Perkin Trans. 2 1999, 2305-2313.
(h) Henry, D. J.; Parkinson, C. J.; Mayer, P. M.; Radom, L. J. Phys. Chem. A 2001, 105, 6750-6756.
Finlayson-Pitts, B. J. Chemistry of the Upper and Lower Atmosphere: Theory, Experiments, and Applications; Academic Press: San Diego, 2000.
For pyrolytic studies see, for example: (a) Werstiuk, N. H. Can. J. Chem. 1986, 64, 2175-2183.
(b) Sendt, K.; Ikeda, E.; Bacskay, G. B.; Mackie, J. C. J. Phys. Chem. A 1999, 103, 1054-1072.
For photochemical studies of substituted methyl radicals see, for example: (a) Hudgens, J. W.; Johnson, R. D., III; Tsai, B. P. J. Chem. Phys. 1993, 98, 1925-1932.
(b) Cyr, D. R.; Leahy, D. J.; Osborn, D. L.; Continetti, R. E.; Neumark, D. M. J. Chem. Phys. 1993, 99, 8751-8764.
(c) Yang, X.; Felder, P.; Huber, J. R. Chem. Phys. 1994, 189, 127-136.
(d) Reed, C. L.; Kono, M.; Ashfold, M. N. R. J. Chem. Soc., Faraday Trans. 1996, 92, 4897-4904.
(e) Ashfold, M. N. R.; Dixon, R. N.; Kono, M.; Mordaunt, D. H.; Reed, C. L. Philos. Trans. R. Soc. London, Ser. A 1997, 355, 1659-1676.
(f) Moriyama, M.; Tsutsui, Y.; Honma, K. J. Chem. Phys. 1998, 108, 6215-6221.
(g) Conroy, D.; Aristov, V.; Feng, L.; Reisler, H. J. Phys. Chem. A 2000, 104, 10288-10292.
For H atom abstraction studies see: (a) Jacox, M. E. J. Phys. Chem. 1983, 87, 3126-3135.
(b) Kuo, S.-C.; Zhang, Z.; Klemm, R. B.; Liebman, J. F.; Stief, L. J.; Nesbitt, F. L. J. Phys. Chem. 1994, 98, 4026-4033.
(c) Baker, J.; Dyke, J. M.; Ellis, A. R.; Morris, A. J. Electron Spectrosc. Relat. Phenom. 1995, 73, 125-138.
(d) Dobe, S.; Berces, T.; Turanyi, T.; Marta, F.; Grussdorf, J.; Temps, F.; Wagner, H. G. J. Phys. Chem. 1996, 100, 19864-19873.
(e) Tyndall, G. S.; Orlando, J. J.; Kegley-Owen, C. S.; Wallington, T. J.; Hurley, M. D. Int. J. Chem. Kinet. 1999, 31, 776-784.
(f) Jansen, T. C.; Trabjerg, I.; Rettrup, S.; Pagsberg, P.; Sillesen, A. Acta Chem. Scand. 1999, 53, 1054-1058.
(g) Wang, B.; Hou, H.; Gu, Y. J. Phys. Chem. A 2001, 105, 156-164.
For comprehensive reviews of the technique see: (a) Wesdemiotis, C.; McLafferty, F. W. Chem. Rev. 1987, 87, 485-500.
(b) Holmes, J. L. Mass Spectrom. Rev. 1989, 8, 513-539.
(c) Tureèek, F. Org. Mass Spectrom. 1992, 27, 1087-1097.
(d) Schalley, C. A.; Hornung, G.; Schroder, D.; Schwarz, H. Chem. Soc. Rev. 1998, 27, 91-104.
(e) Zagorevskii, D. V.; Holmes, J. L. Mass Spectrom. Rev. 1999, 18, 87-118.
Harnish, D.; Holmes, J. L. Org. Mass Spectrom. 1994, 29, 213-219.
Harvey, J. N.; Schroder, D.; Schwarz, H. Bull. Soc. Chim. Belg. 1997, 106, 447-453.
Shaffer, S. A.; Tureček, F.; Cerny, R. L. J. Am. Chem. Soc. 1993, 115, 12117-12124.
Polášek, M.; Tureček, F. J. Phys. Chem. A 2001, 105, 1371-1382.
Wiedmann, F. A.; Wesdemiotis, C. J. Am. Chem. Soc. 1994, 116, 2481-2485.
Sadílek, M.; Tureček, F. J. Phys. Chem. 1996, 100, 224-232.
Schalley, C. A.; Schroeder, D.; Schwarz, H. Int. J. Mass Spectrom. Ion Processes 1996, 153, 173-199.
Syrstad, E. A.; Tureček, F. J. Phys. Chem. A 2001, 105, 11144-11155.
Larock, R. C.; Lee, N. H. Tetrahedron Lett. 1991, 32, 6315-6318.
Cotarca, L.; Delogu, P.; Nardelli, A.; Sunjic, V. Synthesis 1996, 553-576.
Turečk, F.; Gu, M.; Shaffer, S. A. J. Am. Soc. Mass Spectrom. 1992, 3, 493-501.
Bateman, R. H.; Brown, J.; Lefevere, M.; Flammang, R.; Van Haverbeke, Y. Int. J. Mass Spectrom. Ion Processes 1992, 115, 205-218.
(a) Kuhns, D. W.; Tran, T. B.; Shaffer, S. A.; Tureček, F. J. Phys. Chem. 1994, 98, 4845-4853.
(b) Kuhns, D. W.; Tureèek, F. Org. Mass Spectrom. 1994, 29, 463-469.
Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Zakrzewski, V. G.; Montgomery, J. A.; Stratmann, R. E.; Burant, J. C.; Dapprich, S.; Millam, J. M.; Daniels, A. D.; Kudin, K. N.; Strain, M. C.; Farkas, O.; Tomasi, J.; Barone, V.; Cossi, M.; Cammi, R.; Mennucci, B.; Pomelli, C.; Adamo, C.; Clifford, S.; Ochterski, J.; Petersson, G. A.; Ayala, P. Y.; Cui, Q.; Morokuma, K.; Malick, D. K.; Rabuck, A. D.; Raghavachari, K.; Foresman, J. B.; Cioslowski, J.; Ortiz, J. V.; Stefanov, B. B.; Liu, G.; Liashenko, A.; Piskorz, P.; Komaromi, I.; Gomperts, R.; Martin, R. L.; Fox, D. J.; Keith, T.; Al-Laham, M. A.; Peng, C. Y.; Nanayakkara, A.; Gonzalez, C.; Challacombe, M.; Gill, P. M. W.; Johnson, B. G.; Chen, W.; Wong, M. W.; Andres, J. L.; Head-Gordon, M.; Replogle, E. S.; Pople, J. A. Gaussian 98, Revision A.6; Gaussian, Inc.: Pittsburgh, PA, 1998.
(a) Becke, A. D. J. Chem. Phys. 1993, 98, 1372-1377.
(b) Becke, A. D. J. Chem. Phys. 1993, 98, 5648-5652.
(c) Stephens, P. J.; Devlin, F. J.; Chabalowski, C. F.; Frisch, M. J. J. Phys. Chem. 1994, 98, 11623-11627.
Møller, C.; Plesset, M. S. Phys. Rev. 1934, 46, 618-622.
(a) Mayer, I. Adv. Quantum Chem. 1980, 12, 189-262.
(b) Schlegel, H. B. J. Chem. Phys. 1986, 84, 4530-4534.
Rahut, G.; Pulay, P. J. Phys. Chem. 1995, 99, 3093-3100.
Curtiss, L. A.; Raghavachari, K.; Pople, J. A. J. Chem. Phys. 1993, 98, 1293-1298.
Curtiss, L. A.; Raghavachari, K.; Trucks, G. W.; Pople, J. A. J. Chem. Phys. 1991, 94, 7221-7230.
Pople, J. A.; Head-Gordon, M.; Raghavachari, K. J. Chem. Phys. 1987, 87, 5968-5975.
Nicolaides, A.; Radom, L. J. Phys. Chem. 1994, 98, 3092-3093.
Čížek, J.; Paldus, J.; Šroubková, L. Int. J. Quantum Chem. 1969, 3, 149-167.
Purvis, G. D.; Bartlett, R. J. J. Chem. Phys. 1982, 76, 1910-1918.
Dunning, T. H., Jr. J. Chem. Phys. 1989, 90, 1007-1023.
Tureček, F. J. Phys. Chem. A 1998, 102, 4703-4713.
Foresman, J. B.; Head-Gordon, M.; Pople, J. A.; Frisch, M. J. J. Phys. Chem. 1992, 96, 135-149.
Stratmann, R. E.; Scuseria, G. E.; Frisch, M. J. J. Chem. Phys. 1998, 109, 8218-8224.
Zhu, L.; Hase, W. L. Quantum Chemistry Program Exchange; Indiana University: Bloomington, IN, 1994; Program No. QCPE 644.
Frank, A. J.; Sadílek, M.; Ferrier, J. G.; Tureček, F. J. Am. Chem. Soc. 1997, 119, 12343-12353.
NIST Standard Reference Database No. 69, February 2000 Release. http://webbook.nist.gov.
Brown, P.; Djerassi, C. J. Am. Chem. Soc. 1966, 88, 2469-2478.
Hrusak, J.; McGibbon, G. A.; Schwarz, H.; Terlouw, J. K. Int. J. Mass Spectrom. Ion Processes 1997, 160, 117-135.
We thank a reviewer for pointing this out.
Holmes, J. L.; Osborne, A. D. Org. Mass Spectrom. 1981, 16, 236.
Holmes, J. L.; Lossing, F. P. Can. J. Chem. 1982, 60, 2365-2371.
Murrell, J. N.; Laidler, K. J. Trans. Faraday Soc. 1968, 64, 371-377.
Chen, F. W.; Davidson, E. R. J. Phys. Chem. A 2001, 105, 10915-10921.
Gellene, G. I.; Porter, R. F. J. Chem. Phys. 1984, 81, 5570-5576.
Nguyen, V. Q.; Shaffer, S. A.; Tureček, F.; Hop, C. E. C. A. J. Phys. Chem. 1995, 99, 15454-15464.
(a) Wolken, J. K.; Tureček, F. J. Am. Chem. Soc. 1999, 121, 6010-6018.
(b) Wolken, J. K.; Tureček, F. J. Phys. Chem. A 1999, 103, 6268-6281.
Johnson, R. D., III; Hudgens, J. W. J. Phys. Chem. 1996, 100, 19874-19890.
Syrstad, E. A.; Tureček, F. J. Phys. Chem A 2001, 105, 11144-11155.
Nguyen, V. Q.; Turečcek, F. J. Mass Spectrom. 1996, 31, 843-854.
Derrick, P. J. Mass Spectrom. Rev. 1983, 2, 285-298.