On-line electrochemical-mass spectrometry study of the mechanism of oxidation of N,N-dimethyl-p-phenylenediamine in aqueous electrolytes

Alexander D. Modestov, Jenny Gun, Ilia Savotine, Ovadia Lev*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

29 Scopus citations

Abstract

The mechanism of electrochemical oxidation of N,N-dimethyl-p-phenylenediamine (DPD) in aqueous electrolyte solutions in the pH range 1.4-9.7 was studied using on-line electrochemical-mass spectrometry. A radial flow electrochemical cell was used to generate the product stream which was analyzed by a mass spectrometer equipped with an electrospray interface (ESI-MS). It was shown that DPD oxidation in the pH 1.4-9.7 range brings about formation of the Wurster red cation radical, quinonediimine, quinonemonoimine and dimer and trimer products of coupling reactions of DPD with quinonediimine and quinonemonoimine. Coupling reactions were found to be strongly pH dependent. The kinetics of the coupling reaction between DPD and quinonemonoimine were studied at pH 3.6.

Original languageAmerican English
Pages (from-to)7-19
Number of pages13
JournalJournal of Electroanalytical Chemistry
Volume565
Issue number1
DOIs
StatePublished - 1 Apr 2004

Bibliographical note

Funding Information:
We gratefully acknowledge the financial aid of the ISF, Israel Science Foundation.

Keywords

  • Anodic oxidation
  • Channel flow
  • EC/MS
  • ESI-MS
  • Flow cell
  • Phenylenediamine
  • Reaction mechanism

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