Abstract
The decomposition of 10-substituted anthralin derivatives in dimethyl sulfoxide
and ethanol was determined. While 10-ω-phenylalkylidene derivatives
were thoroughly stable, 10-ω-phenylacyl-substituted compounds were
slowly degraded to danthron and the corresponding carboxylic acids. However,
the stability of these derivatives was markedly improved as compared
to that of anthralin. Determination of ...
Abstract
The decomposition of 10-substituted anthralin derivatives in dimethyl sulfoxide
and ethanol was determined. While 10-ω-phenylalkylidene derivatives
were thoroughly stable, 10-ω-phenylacyl-substituted compounds were
slowly degraded to danthron and the corresponding carboxylic acids. However,
the stability of these derivatives was markedly improved as compared
to that of anthralin. Determination of the pKa values showed that the
ω-phenylacyl derivatives were somewhat stronger acids than anthralin, while
ω-phenylalkylidene-substitutiong enerally leaves the acidity of the anthralin
part unchanged.
Die Zersetzung 10-substituiertex Anthralinderivate in Dimethylsulfoxid und
Ethanol wurde bestimmt. Während 1 0-ω-Phenylalkyliden-Derivate stabil
waren, wurden 10-ω-PhenyIacyl-subsituierte Verbindungen langsam zu
Dantron und den entspr. Carbonsiiuren abgebaut. Dennoch war die Stabilitiit
dieser Verbindungen im Vergleich zu Anthralin wesentlich höher. Die
Bestimmung der pKkWerte zeigte, daB die ω-Phenylacyl-Derivate etwas
stärker sauer als Anthralin sind, während ω-Phenylalkyliden-Substitution im
allgemeinen die Acidität des Anthralin-Anteils nicht verändert.
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