A specific gas phase substitution reaction between enol radical cations and t-butyl nitrite - École polytechnique Access content directly
Journal Articles European Journal of Mass Spectrometry Year : 2004

A specific gas phase substitution reaction between enol radical cations and t-butyl nitrite

Abstract

Ion-molecule reactions between ionized carbonyl compounds or ionized enols with t-butyl nitrite allow a clear-cut distinction to be made between both these isomeric structures. The most relevant difference between the observed reactions is the formal substitution of a hydrogen atom by nitric oxide in the enol ions. Collisional activation experiments on the product ions are interpreted in terms of α-nitroso carbonyl structures. However, a quantum chemical investigation at the B3LYP/6-311++G(d,p) level of theory shows that ionized α-nitroso carbonyl and vinyl nitrite structures may isomerize provided they contain ca 60 kJ mol-1 of internal energy. It is therefore possible that both structures are generated in the substitution reaction.
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hal-00926690 , version 1 (10-01-2014)

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Pascal Gerbaux, Pascale Wantier, Pham Cam Nam, Minh Tho Nguyen, Guy Bouchoux, et al.. A specific gas phase substitution reaction between enol radical cations and t-butyl nitrite. European Journal of Mass Spectrometry, 2004, 10 (6), pp.889-898. ⟨10.1255/ejms.686⟩. ⟨hal-00926690⟩
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