Res. Chem. Intermed.
, Vol. 30, No. 3, pp. 253– 267 (2004)
Also available online - www.vsppub.com
The antioxidant reactivity of sorbitylfurfural towards
potential harmful radicals, studied
by radiation chemistry techniques
M. RUSSO, L. SGARIGLIA, M. D’ANGELANTONIO
and S. S. EMMI
Istituto per la Sintesi Organica e la Fotoreattivita’ (ISOF), CNR, Via P. Gobetti 101,
I-40129 Bologna, Italy
Received 17 November 2003; accepted 12 December 2003
Abstract—Ionising radiations, employed in a broad range of dose-rate, together with a complex
non-linear computation of reaction mechanisms, allow the determination of boundary values of rate
constants concerning sorbitylfurfural (SF) reactivity towards a wide series of oxidant and/or virtually
harmful radicals. SF reacts with some radicals (H, SO
), produced with both
pulse and stationary radiolysis in neutral aqueous solution, having electrophilic and/or oxidative
behaviour. The rate constants range from diffusional (k
) to relatively low
). The possibility to observe these reactions, by means of radiolytical
techniques, is heavily in uenced by dose-rate. A relation between the radical E
and their reactivity
with SF is hinted.
: Antioxidant reactivity; radiolysis; non-linear computation; sorbitylfurfural; harmful
Our investigation on the antioxidant reactivity of sorbitylfurfural (SF, Scheme 1),
with harmful radicals, traces back some years. We studied exhaustively the OH
radical attack on SF and its components. The ef cient and selective addition of OH
to the furanic ring of SF was pointed out .
SF is a cyclic acetal (derived from the condensation of D-sorbitol and furfural),
which shows the same centre of reactivity evidenced for furfural (i.e. position 5 in
the furanic ring) .
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