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Gas phase nitrosation of substituted benzenes

Abstract : Using a combination of tandem mass spectrometric experiments (ion-molecule reactions, collisional activation, neutralization-reionization, MS/MS/MS) and theoretical calculations, protonated substituted benzenes are demonstrated to readily react with neutral t-butyl nitrite by the formation of stable complexes linking ionized nitric oxide to the benzene derivatives. The overall process is proposed to involve the concomitant elimination of neutral 2-methyl-2-propanol. Proton-bound dimers are proposed to intervene as the key-intermediates in these reactions, which also competitively produce protonated t-butyl nitrite. All the experiments were performed in a single hybrid tandem mass spectrometer of sector-quadrupole-sector configuration. © 2003 Elsevier B.V. All rights reserved.
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Submitted on : Tuesday, December 10, 2013 - 9:03:07 PM
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N. Dechamps, P. Gerbaux, R. Flammang, Guy Bouchoux, P.-C. Nam, et al.. Gas phase nitrosation of substituted benzenes. International Journal of Mass Spectrometry, Elsevier, 2004, 232 (1), pp.31-40. ⟨10.1016/j.ijms.2003.11.004⟩. ⟨hal-00916215⟩



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