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Electron impact mass spectrometry of 3‐hydroxy‐3,4,5,6‐tetrahydro‐2 H ‐[1]benzoxocines. A comparison with the behaviour of isomeric 2‐hydroxymethyl‐2,3,4,5‐tetrahydro‐[1]‐benzoxepines and 1,2‐epoxy‐5‐(2‐hydroxyphenyl)pentane
Author(s) -
Bravo Pierfrancesco,
Ticozzi Calimero,
Pelli Beatrice,
Traldi Pietro
Publication year - 1988
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.5570250260
Subject(s) - chemistry , electron ionization , fragmentation (computing) , mass spectrometry , isomerization , hydroxymethyl , ion , kinetic energy , stereochemistry , medicinal chemistry , analytical chemistry (journal) , organic chemistry , chromatography , ionization , physics , quantum mechanics , computer science , catalysis , operating system
The mass spectrometric behavior of 3‐methyl‐3‐hydroxybenzoxocines has been studied in detail by means of linked scans and mass analyzed ion kinetic energy spectrometry. The structure of the molecular ion and the fragmentation processes are strictly related to the structure of the neutral moieties. The possible isomerization of 3‐hydroxy‐10‐methoxy‐3‐methyl‐3,4,5,6‐tetrahydro‐2 H ‐[1]benzoxocine to 2‐methyl‐2‐[3‐(3′‐methoxy‐2′‐hydroxy)phenyl]pentyloxirane and to 2‐hydroxymethyl‐9‐methoxy‐2‐methyl‐2,3,4,5‐tetrahydro[1]benzoxepine is investigated.