Journal of Physical Chemistry p. 5451 - 5456 (1993)
Update date:2022-08-11
Topics:
Giacco, Tiziana Del
Baciocchi, Enrico
Steenken, Steen
The reaction between NO3. and polyalkylbenzenes was studied using 308-nm laser flash photolysis of cerium(IV) ammonium nitrate in the presence of the alkylbenzenes in acetonitrile solution.For all benzenes, with the exception of monoalkylbenzenes and o- and m-xylene, the reaction with NO3. was found to yield the corresponding radical cations and to proceed in an apparently straightforward bimolecular manner.For monoalkylbenzenes and o- and m-xylene, radicals were seen which are derived from the parents by formal loss of H. from the side chain of the aromatic.This reaction proceeds via a complex between the aromatic and NO3. with the decomposition of the complex being rate determining at higher concentrations of aromatic (rate constants for decomposition between 6 * 105 and 4 * 107 s-1).In the complex, electron transfer from the aromatic to NO3. is suggested to be concerted with deprotonation of the incipient radical cation.Formation of a complex between NO3. and aromatics is likely even in those cases where radical cations are observed, with the assumption that in these cases the complex decomposition rate is greater than 6 * 107 s-1.
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