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Kinetic Studies of Acenaphthene Oxidation Catalyzed by N ‐Hydroxyphthalimide
Author(s) -
Opeida I. O.,
Litvinov Yu. E.,
Kushch O. V.,
Kompanets M. O.,
Shendrik O. M.
Publication year - 2013
Publication title -
international journal of chemical kinetics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.341
H-Index - 68
eISSN - 1097-4601
pISSN - 0538-8066
DOI - 10.1002/kin.20790
Subject(s) - acenaphthene , chemistry , photochemistry , catalysis , phthalimide , acetonitrile , molecular oxygen , organic chemistry , anthracene
The acenaphthene oxidation with molecular oxygen in the presence of N ‐hydroxyphthalimide (NHPI) has been investigated. It is shown that the main oxidation product is acenaphthene hydroperoxide. The phthalimide‐ N ‐oxyl (PINO) radical has been generated in situ from its hydroxyimide parent, NHPI, by oxidation with iodobenzenediacetate. The rate constant of H‐abstraction ( k H ) from acenaphthene by PINO has been determined spectroscopically in acetonitrile. The kinetic isotope effect and the activation parameters have also been measured. On the basis of the results of our studies and available published literature data, a plausible mechanism for the oxidation process of acenaphthene with dioxygen catalyzed by NHPI was discussed.