Pulse radiolysis of p-hydroxycinnamic acid in aqueous solution
Abstract
Using pulse radiolysis with optical detection it is shown that the hydroxyl radical OH reacts with p-hydroxycinnamic acid in acidic and near-neutral solutions predominantly by addition to the unsaturated substituent, forming benzyl-type radicals. Above pH 9 the spectrum obtained is identical to those obtained from the reaction of p-hydroxycinnamic acid with O–, Cl–2, Br–2 and CH2CHO radicals. It is suggested that OH radicals attack the ionized hydroxyl group under alkaline conditions to give phenoxyl derivatives.
In addition, the spectral data presented show a significant influence of the unsaturated substituent on the position of the absorption maxima in the case of phenoxyl-type radicals, i.e.λ= 545 and 595 nm with extinction coefficients 1500 and 1800 m2 mol–1, respectively.