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Title:Infrared Spectroscopic Observation Of The Mclafferty Rearrangement In Ionized 2-pentanone
Author(s):Matsuda, Yoshiyuki
Contributor(s):Fujii, Asuka; YASUMOTO, RYO
Abstract:The McLafferty rearrangement is a well-known process in mass spectrometry. The Mclafferty rearrangement is dissociations of ionized ketones with accompanying hydrogen transfer on the gamma carbon atom to generate an enol cation. This reaction has undergone numerous mass spectrometric investigations but there has been no spectroscopic research to observe the intermediate enol cation. In this study, we have performed infrared spectroscopy of jet-cooled neutral and ionized 2-pentanone to investigate its isomerization process following photoionization. The OH stretch bands as well as CH stretch bands are observed in the spectrum of cationic 2-pentanone, while only CH stretch bands are observed for the neutral. These clearly indicate the enolization following hydrogen transfer from CH occurs in the ionized pentanone. The enolization of ionized 2-pentanone through hydrogen transfer from the gamma carbon is also supported by the theoretical reaction path search calculation.
Issue Date:2021-06-22
Publisher:International Symposium on Molecular Spectroscopy
Genre:Conference Paper / Presentation
Date Available in IDEALS:2021-09-24

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