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The [CH2CHOH*+, CH3CHO] solvated enol radical cation

Abstract : The bimolecular reaction of the CH2CHOH*+ enol ion (m/z 44) with acetaldehyde gives a strongly dominant product, m/z 45, formed mainly by proton transfer from the ion to the molecule. The abundance of the product coming from a H* abstraction reaction from the neutral, albeit more exothermic, is negligible. In order to explain this result, the long lived [CH2CHOH*+, CH3CHO] solvated ion was generated by reaction of the CH2CHOH*+ enol ion with (CH3CHO)n in the cell of a Fourier transform ion cyclotron resonance mass spectrometer. The structure of this solvated ion was clearly established. Labeling indicates that [CH2CHOH*+, CH3CHO], upon low energy collisions, reacts by H* abstraction more rapidly than by H+ transfer to the neutral moiety. This shows that the entropic factors are determinant when the enol ion reacts directly with acetaldehyde. Copyright © 2000 Elsevier
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Submitted on : Wednesday, December 25, 2013 - 2:10:24 PM
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Guillaume van Der Rest, Philippe Mourgues, Hristo Nedev, Henri E. Audier. The [CH2CHOH*+, CH3CHO] solvated enol radical cation. Journal of The American Society for Mass Spectrometry, American Chemical Society 2000, 11 (8), pp.705-710. ⟨10.1016/S1044-0305(00)00140-9⟩. ⟨hal-00922256⟩



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