Effects of geometric isomerism in electron ionization mass spectra of dialkyl 1,4‐cyclohexanedicarboxylates

The possibility of the unambiguous identification of stereoisomeric dialkyl cis and trans 1,4-cyclohexanedicarboxylates on the basis of their EI mass spectra was shown. The differences in mass spectra of the isomers are due to the conformational rigidity of the considered monocyclic molecules, which ensures the unique stereoselectivity of the elimination of neutral molecules owing to the 1,3-cis-diaxial proximity effect.

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Publication Details

Journal
Rapid Communications in Mass Spectrometry
Published
2024-09-26
DOI
https://doi.org/10.1002/rcm.9915
Primary Topic
Mass Spectrometry Techniques and Applications
Type
article
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article

Effects of geometric isomerism in electron ionization mass spectra of dialkyl 1,4‐cyclohexanedicarboxylates

M. E. Zimens, Р. С. Борисов, K. A. Kadirbekov, В. Г. Заикин et al.
Rapid Communications in Mass Spectrometry
Mass Spectrometry Techniques and Applications
article

Effects of geometric isomerism in electron ionization mass spectra of dialkyl 1,4‐cyclohexanedicarboxylates

M. E. Zimens, Р. С. Борисов, K. A. Kadirbekov, В. Г. Заикин, Yersin A. Tussupkaliyev, Umirzak Zh. Jussipbekov
article en

Abstract

The possibility of the unambiguous identification of stereoisomeric dialkyl cis and trans 1,4-cyclohexanedicarboxylates on the basis of their EI mass spectra was shown. The differences in mass spectra of the isomers are due to the conformational rigidity of the considered monocyclic molecules, which ensures the unique stereoselectivity of the elimination of neutral molecules owing to the 1,3-cis-diaxial proximity effect.

Rapid Communications in Mass SpectrometryVol. 38(24)
Russian Academy of Sciences (RU), D. Mendeleyev University of Chemical Technology of Russia (RU), A.V. Topchiev Institute of Petrochemical Synthesis (RU)
Openalex Percentile: Top 88%
Mass Spectrometry Techniques and Applications
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