Inter- and intramolecular redox reactions of substituted phenylperoxyl radicals in aqueous solutions

G. I. Khaikin, Z. B. Alfassi, P. Neta

Research output: Contribution to journalArticlepeer-review

13 Scopus citations

Abstract

Substituted phenylperoxyl radicals (XC6H4OO·)were produced from 4-bromoanisole, 4-bromophenol, and 4-bromo-N, N-dimethylaniline (XC6H4Br) in irradiated aqueous alcohol solutions. The process involves reductive debromination of these compounds by reaction with solvated electrons and subsequent reaction of the substituted phenyl radicals (XC6H4·) with O2. The rate constants for reaction of 4-MeOC6H4· with O2 and with several alcohols and for reactions of 4-MeOC6H4OO· with various reductants are determined. The 4-MeOC6H4OO· radical decays with a second-order rate law and partially yields the 4-MeOC6H4O· radical. On the other hand, 4-HOC6H4OO· undergoes an intramolecular electron transfer, through its deprotonated form, -OC6H4OO·, to yield the 4-HOOC6H4 O· radical. Me2NC6H4OO· undergoes both intramolecular transformation and radical-radical processes, but its protonated form, Me2HN+C6H4OO·, undergoes mainly radical-radical reactions.

Original languageEnglish
Pages (from-to)16722-16726
Number of pages5
JournalJournal of Physical Chemistry
Volume99
Issue number45
DOIs
StatePublished - 1 Jan 1995
Externally publishedYes

ASJC Scopus subject areas

  • Engineering (all)
  • Physical and Theoretical Chemistry

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