Radical decomposition of N,N-bis-(3-chloro-1,4-naphthoquinon-2-yl) amine in basic conditions followed by EPR

Galina Temtsin-Krayz, Alexander I. Shames, Shmuel Bittner

Research output: Contribution to journalArticlepeer-review

3 Scopus citations

Abstract

EPR spectroscopy was used to assess the radicals produced upon basic decomposition of N,N-bis-(3-chloro-1,4-naphthoquinon-2-yl) amine (BClNQA). Three radicals have been trapped and identified: N′-bis(3-chloro-1,4-naphthoquinone) hydrazine radical (6), 2-hydroxy-3-chloro-1,4-naphthoquinone anion radical (9) and 2-amino-3-chloro-1,4-naphthoquinone radical (8). The probable reaction mechanism, the structure of intermediates as well as the reaction profile are discussed.

Original languageEnglish
Pages (from-to)325-333
Number of pages9
JournalResearch on Chemical Intermediates
Volume29
Issue number3
DOIs
StatePublished - 20 Jun 2003

Keywords

  • Anion radical
  • Basic fragmentation
  • EPR
  • Quinones

ASJC Scopus subject areas

  • Chemistry (all)

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