The gas-phase ion chemistry of an enol/aldehyde pair: 2,2-dimesitylethenol and 2,2-dimesitylethanal

Irene Rabin*, Silvio E. Biali, Zvi Rappoport, Chava Lifshitz

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

7 Scopus citations


The gas-phase ion chemistry of 2,2-dimesitylethenol and 2,2-dimesitylethanal was studied by deuterium labelling, by MS/MS techniques involving MIKES, CAD-MIKES and linked scans, by measurements of kinetic energy releases in unimolecular decompositions, and by ionization and appearance energy determinations. The results are discussed in terms of keto-enol tautomerization and specific rearrangements of crowded enols such as reciprocal methyl/hydrogen transfer reactions. Dish-topped metastable peak shapes are obtained for 1,3 hydrogen atom shifts from oxygen to carbon followed by CC cleavages, when the hydroxyl bearing carbon atom is bound to hydrogen.

Original languageAmerican English
Pages (from-to)301-320
Number of pages20
JournalInternational Journal of Mass Spectrometry and Ion Processes
Issue number3
StatePublished - 15 Jul 1986

Bibliographical note

Funding Information:
This research was supported by the United States-Israel Binational Science Foundation (BSF), Israel. The ZAB-2F was purchased through a grant from the Committee for Higher Education, Israel. We are indebted to Mrs. T. Peres for her help in operating the ZAB.


Dive into the research topics of 'The gas-phase ion chemistry of an enol/aldehyde pair: 2,2-dimesitylethenol and 2,2-dimesitylethanal'. Together they form a unique fingerprint.

Cite this