THE EFFECT OF THE MEDIUM POLARITY
697
2009, vol. 57, no. 18, p. 8623. doi 10.1021/jf901610h
radical with molecular forms of phenols allows
simulation of their behavior in organic substrates (oils,
fats, and lipids), aqueous, and aqueous-organic
biological systems with low pH, suppressing
dissociation of phenolic compounds.
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611/2014-CJFS
6. Frisch, M.J., Trucks, G.W., Schlegel, H.B., Scuseria, G.E.,
Robb, M.A., Cheeseman, J.R., Scalmani, G., Barone, V.,
Mennucci, B., Petersson, G.A., Nakatsuji, H., Caricato, M.,
Li, X., Hratchian, H.P., Izmaylov, A.F., Bloino, J.,
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Knox, J.E., Cross, J.B., Bakken, V., Adamo, C.,
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Austin, A.J., Cammi, R., Pomelli, C., Ochterski, J.W.,
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EXPERIMENTAL
The DPPH stable radical and DMSO (Sigma
Aldrich) were used. The radical solvent in aprotic
solvents was violet, the absorbance maximum being
520 nm. Storage of DPPH in DMSO and benzene in
dark during 72 h did not affect the solution absorbance
in its maximum. DMSO was purified via the
conventional procedure [15]. Hydroxybenzenes
(chemical pure grade) were purified via repeated
recrystallization from ethanol and dried at 40°С under
nitrogen, followed by sublimation in vacuum.
Oxyhydroquinone was synthesized as described
elsewhere [16].
The experiments were performed at 293–318 K and
starting concentrations of the reactants 10–4–10–5 mol/L.
A phenol solution was mixed with DPPH solution (the
reactants were taken in equimolar concentration), and
the absorbance was measured using an SF-2000
spectrophotometer (Russia). DPPH concentration was
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calculated using the molar absorptivity values εDMSO
=
1.2×104 L mol–1 cm–1 and εbenz = 8.77×103 L mol–1 cm–1.
1Н NMR spectra were recorded using a Bruker
Avance-II-400 spectrophotometer (Germany) with
working frequency 400 MHz. Spectra of hydroxy-
benzenes in DMSO-d6 and in the DMSO-d6–D2O
mixtures (with D2O volume fraction 20 to 30%) were
recorded at 298 K (cPhOH = 0.025 mol/L).
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