STOROZHOK et al.
1034
3. Nikiforov, G.A., Belostotskaya, I.S., Vol’eva, V.B.,
Komissarova, N.L., and Gorbunov, D.B., Bioantioksi-
danty, 2003, vol. 1, p. 50.
4-(3-aminopropyl)-2,6-di-tert-butylphenol was heated
to 180°C, helium was passed therethrough, and the
mixture was kept for 40 min under reduced pressure
(water-jet pump) to distill off 0.83 g of phenol. The hot
residue was transferred into a mortar and ground. The
light yellow powder, 4.64 g, was washed with warm
petroleum ether (40°C), and the residue was recrystal-
lized from ethanol–petroleum ether. Yield 1.15 g,
white powder, mp 115–117°C. UV spectrum (EtOH),
4. Kozma, L., Khornyak, I., Eroshtyak, I., and Nemet, B.,
Zh. Prikl. Spektrosk., 1990, vol. 53, p. 259.
5. Pozdnyakov, I.P., Sosedova, Yu.A., Plyusnin, V.F.,
Grivin, V.P., and Bazhin, N.M., Izv. Akad. Nauk, Ser.
Khim., 2007, p. 1270.
6. Sverdlova, O.V., Elektronnye spektry v organicheskoi
khimii (Electronic Spectra in Organic Chemistry),
Leningrad: Khimiya, 1973, p. 131.
λ
max (logε): 208 (4.44), 285 (3.61), 302 (3.68). 1H NMR
spectrum, δ, ppm: 1.90 m (2H, CH2), 2.62 t (2H,
ArCH2, J = 6 Hz), 3.45 m (2H, CH2NH), 5.00 s (1H,
OH), 6.00 t (1H, NH), 6.50–7.24 m (4H, Harom), 6.90 s
(2H, Harom), 12.26 s (1H, OH). Found: m/z 383.24665
[M]+. C24H33NO3. Calculated: M 383.24603.
7. Nagaoka, S., Nakamura, A., and Nagashima, U.,
J. Photochem. Photobiol. A: Chem., 2002, vol. 154,
p. 23.
8. Li Khoa, Khaikin, S.Ya., and Chulanovskii, V.M.,
Molekulyarnaya spektroskopiya (Molecular Spec-
troscopy), Leningrad: Leningr. Gos. Univ., 1973, vol. 2,
p. 18.
The rate constants of the reactions of peroxy
radicals with oxidation inhibitors (k7) and stoichio-
metric coefficients of inhibition (f) were determined by
the chemiluminescence method [14]. The kinetics of
oxygen absorption in the oxidation of methyl oleate
with atmospheric oxygen under initiation by azobis-
(isobutyronitrile) or UV irradiation (DRSh-250-3
mercury lamp, λ 313–365 nm) were studied in an inert
solvent (chlorobenzene, 1 : 1) at 60 ± 0.2°C using
a Warburg manometer. The induction period was deter-
mined from the kinetic curves for the oxygen absorp-
tion [15]. The rate of initiation was estimated by the
inhibitor method using Dibunol as reference antioxi-
dant [16]. The kinetics of accumulation and degrada-
tion of hydroperoxides in a model substrate were
studied under autooxidation conditions by reverse
iodometric titration in nonaqueous medium. Amides I
and II were used without additional purification; the
solvents were of chemically pure grade.
9. Rumynskaya, I.G. and Shraiber, V.M., Molekulyarnaya
spektroskopiya (Molecular Spectroscopy), Leningrad:
Leningr. Gos. Univ., 1986, vol. 7, p. 132.
10. Nagibina, T.I., Smolyanskii, A.L., and Sheikh-
Zade, M.I., Zh. Obshch. Khim., 1982, vol. 52, p. 754.
11. Denisov, G.S., Sheikh-Zade, M.I., and Eskina, M.V.,
Zh. Prikl. Spektrosk., 1977, vol. 27, p. 1049.
12. Shchepkin, D.N., Angarmonicheskie effekty v spektrakh
kompleksov s vodorodnoi svyaz’yu (Anharmonic Effects
in the Spectra of Complexes with Hydrogen Bond),
Available from VINITI, no. 7511 V 87.
13. Roginskii, V.A., Fenol’nye antioksidanty: reaktsionnaya
sposobnost’i effektivnost’ (Phenolic Antioxidants: Reac-
tivity and Efficiency), Moscow: Nauka, 1984, p. 29.
14. Karpukhin, O.N., Shlyapintokh, V.A., and Zoloto-
va, N.V., Izv. Akad. Nauk SSSR, Ser. Khim., 1963,
p. 1718.
15. Zenkov, N.K., Kandalintseva, N.V., Lankin, V.Z., Men’-
shchikova, E.B., and Prosenko, A.E., Fenol’nye anti-
oksidanty (Phenolic Antioxidants), Novosibirsk: Sib.
Otd. Ross. Akad. Med. Nauk, 2003, p. 47.
16. Emanuel’, N.M., Denisov, E.T., and Maizus, Z.K., Tsep-
nye reaktsii okisleniya uglevodorodov v zhidkoi faze
(Liquid-Phase Radical Chain Oxidation of Hydro-
carbons), Moscow: Nauka, 1975, p. 60.
REFERENCES
1. Krysin, A.P., Pustovskikh, I.I., and Koptyug, V.A., Russ.
J. Gen. Chem., 2010, vol. 80, p. 2001.
2. Prosenko, A.E., Terakh, E.I., Gorokh, E.A., Nikuli-
na, V.V., and Grigor’ev, I.A., Zh. Prikl. Khim., 2003,
vol. 76, p. 256.
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY Vol. 49 No. 7 2013