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Mass fragmentation pattern of N ‐ and O ‐substituted 2‐morpholinols
Author(s) -
Simonotti Luca,
Pasqualucci Carmine,
Pifferi Giorgio
Publication year - 1984
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570210265
Subject(s) - chemistry , fragmentation (computing) , heteroatom , tautomer , mass spectrum , metastability , ion , cleavage (geology) , high resolution , stereochemistry , computational chemistry , ring (chemistry) , medicinal chemistry , organic chemistry , remote sensing , geotechnical engineering , fracture (geology) , computer science , engineering , geology , operating system
The mass spectra of a series of N ‐ and O ‐substituted 2‐morpholinols were considered and the complex fragmentation pattern explained on the basis of evidences reported in the literature and of experimental data (high resolution, metastable ions). The primary fragmentations are given by inductive cleavage due to the heteroatoms, while ring contractions, through retro Diels‐Alder reactions, form most of the secondary pattern with different ions related to N ‐ and O ‐substituents. Moreover, hemiacetals in the tautomeric hydroxyaldehyde form undergo an α‐cleavage.