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Gas‐Phase ring‐chain tautomerism in 1,3‐oxazines. Does it exist?
Author(s) -
Vainiotalo Pirjo,
Fülöp Ferenc,
Pihlaja Kalevi
Publication year - 1991
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.1210260512
Subject(s) - tautomer , oxazines , chemistry , metastability , ring (chemistry) , fragmentation (computing) , gas phase , mass spectrum , polar , ion , medicinal chemistry , computational chemistry , photochemistry , organic chemistry , physics , astronomy , computer science , operating system
Gas‐phase ring‐chain tautomeric equilibria with eight 2‐phenyl‐substituted perhydro‐1,3‐oxazines and six 2‐aryl‐substituted l,2‐dihydro‐4 H ‐3,1‐benzoxazines were studied by recording their mass spectra Finder different conditions. Their fragmentation behaviour was also studied using metastable ion analysis and exact mass measurement. For the monocyclic compounds the existence of tautomerism was apparent and it resembled that found in non‐polar solvents. In contrast, benzoxazines gave little evidence for the presence of the open‐chain forms.