Studies on Ozonation of Nicotine

니코틴의 오존화 반응에 관한 연구

  • Taek-Kyu Park (Department of Chemistry, Kun University) ;
  • Ki-Hwan Kim (Department of Chemistry, Kun University) ;
  • Tae-Sung Huk (Department of Chemistry, Song Sim College for Woman)
  • 박택규 (건국대학교 문리과대학 화학과) ;
  • 김기환 (건국대학교 문리과대학 화학과) ;
  • 허태성 (성심여자대학 이과대학 화학과)
  • Published : 1984.10.20

Abstract

Nicotine was reacted with an equimolar amount of ozone in methylene chloride and distilled water. The reaction mixture was separated by column chromatography or thin layer chromatography and then purified by vacuum distillation. The six compounds obtained from this reaction were characterized by NMR, IR and Mass spectrometry. These were identified as unchanged nicotine, nornicotine, anabasine, ${\beta}$-nicotyrine, cotinine and nicotine-N-oxide. From these results, reaction mechanism for the ozonolysis ofon nicotine was proposed; the pyrrolidine ring is attacked by ozone at the 1'-position followed by further transformation.

Keywords

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