Conclusions
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1.
Aminyl and nitroxyl radicals and quinone imines and the products of their transformation participate in repeated chain breaking in inhibition of oxidation of isopropanol by aromatic amines. One set of intermediate products takes place in cyclic chain-breaking reactions as a function of the structure of the amine.
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2.
The composition of the products of transformation of aromatic amines in oxidized ethylbenzene and isopropanol are different. The quinone imine and nitroxyl radical are formed from diphenylamine in ethylbenzene, while there is no quinone imine in isopropanol; quinone imine and the nitroxyl radical are formed from dimethylbis(4-diphenylaminophenoxy)silane in ethylbenzene, while quinone imine alone is formed in isopropanol.
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3.
Quinone monoanilide is reduced in the reaction with the isopropanol peroxide radical, and the radical formed in this reaction reacts with the peroxide radical.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 10, pp. 2217–2223, October, 1988.
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Denisov, E.T., Gol'denberg, V.I. & Verba, L.G. Mechanism of repeated chain breaking and the intermediate products of transformation of aromatic amines in oxidized isopropanol and ethylbenzene. Russ Chem Bull 37, 1992–1997 (1988). https://doi.org/10.1007/BF00953391
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DOI: https://doi.org/10.1007/BF00953391