Abstract
The tautomerism of 2,4-dihydroxyquinoline in the gas phase is discussed in terms of its electron impact fragmentation pattern and of quantum chemical calculations by the LCAO-MO method in the CNDO/2 approximation. Dihydroxyquinoline methylated at position 4 can only exist in two tautomeric forms. Thus, comparison of mass spectrometric data of this compound with dihydroxyquinoline provided additional evidence for the gas phase equilibrium of the latter. The equilibria of these compounds in the gas phase were found to be displaced towards the hydroxyl tautomers.
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