The Journal of Organic Chemistry

Specificity in the micellar catalysis of a Hofmann elimination

MJ Minch, SS Chen, R Peters

Index: Minch,M.J. et al. Journal of Organic Chemistry, 1978 , vol. 43, p. 31 - 33

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Citation Number: 21

Abstract

The E2 elimination of trimethylamine from p-nitrophenethyltrimethylammonium iodide in 0.1 M NaOH is inhibited by, anionic micelles of sodium dodecyl sulfate. Cationic micelles of hexadecyltrimethylammonium bromide and zwitterionic micelles of N, N-dimethyl-N- dodecylglycine have little effect on the reaction rate. However, micelles of N, N-dimethyl-N- hexadecyl-N-(2-hydroxethy1) ammonium bromide and N, N-dimethyl-N-hexadecyl-N-(3- ...