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Mass spectrometric investigation of stereosomeric 1,2‐dimethyl‐4‐substituted decahydroquinol‐4‐ol N ‐oxides. Concerning the configuration of the asymmetric nitrogen atom
Author(s) -
Zaikin V. G.,
Bakaev A. A.,
Wulfson N. S.,
Akhrem A. A.,
Ukhova L. I.,
Marchenko N. F.
Publication year - 1977
Publication title -
organic mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 0030-493X
DOI - 10.1002/oms.1210120314
Subject(s) - chemistry , ion , mass spectrum , fragmentation (computing) , nitrogen , epimer , nitrogen atom , electron ionization , mass spectrometry , fast atom bombardment , spectral line , oxide , crystallography , atom (system on chip) , analytical chemistry (journal) , stereochemistry , group (periodic table) , organic chemistry , chromatography , physics , astronomy , computer science , embedded system , ionization , operating system
The main fragmentation pathways of the N‐1, C‐2 and C‐4 stereoisomers of the 1,2‐dimethyl‐4‐R‐transdecahydroquinoline‐4‐ol N‐oxides (R=CCH, CHCH 2 and C 2 H 5 ) under electron impact are discussed. The correlation between the mass spectrometric chromatographic behaviour and the configuration of polar groups in the N‐oxides examined is discussed. The mass spectra of the N‐1 stereoisomers may be subdivided into two groups, depending only on the orientation of N→O group and not of the 4‐OH group. The spectra of N‐oxides with the axial N‐oxide group reveal less intense ions and much more intense [MCH 3 ] + , [MO] + , [MOH] + and ions, whereas in the spectra of their equatorial epimers the abundance of the ions exceeds the intensities of the latter ions.