Issue 0, 1973

Structure of dibromoticonine, a bromination product of nicotine

Abstract

The fate of the pyrrolidine ring of nicotine on its oxidative bromination to dibromoticonine has been re-examined. From chemical and spectral (including 13C n.m.r.) properties dibromoticonine is now established as 3,4-dibromo-5-hydroxy-1-methyl-5-(3-pyridyl)-Δ3-pyrrolin-2-one. The bromine atoms can be selectively replaced by hydrogen under proper reductive conditions to give the isomeric monobromoticonines.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1973, 2046-2049

Structure of dibromoticonine, a bromination product of nicotine

H. McKennis, E. R. Bowman, L. D. Quin and R. C. Denney, J. Chem. Soc., Perkin Trans. 1, 1973, 2046 DOI: 10.1039/P19730002046

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