Mass spectra of a series of substituted salicylaldehyde and 2-hydroxyn
aphthaldehyde Schiff bases were used to investigate enol-keto tautomer
ic equiulibrium. Two model compounds, namely, salicylidinaniline and n
aphthylidinequinorineamine Schiff bases were used to represent the eno
l and keto forms, respectively Mass spectral measurements reveal the f
ragmentation pattern in all compounds studied. Only naphthylidinequino
line amine Schiff base show a different fragmentation pattern compared
to the other Schiff bases in the series which give an evidence for it
s suggested keto structure.