Basic Behavior of Epoxides in the Presence of Halide Ions

Authors

  • Priv.-Doz. Dr. J. Buddrus

    Corresponding author
    1. Fachbereich Synthetische und Analytische Chemie Technische Universität, Berlin (Germany)
    Current affiliation:
    1. Institut für Spektrochemie und angewandte Spektroskopie 46 Dortmund, Bunsen-Kirchhoff-Strasse 11 (Germany)
    • Fachbereich Synthetische und Analytische Chemie Technische Universität, Berlin (Germany)
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  • Partly taken from the Habilitation Thesis of J. Buddrus, submitted to the Fakultät für Allgemeine Ingenieurwissenschaften Technische Universität Berlin 1966.

Abstract

Epoxides behave as bases in the presence of catalytic quantities of halide ions. They convert halogenated hydrocarbons into olefins, suitable phosphonium salts into ylides, and haloforms into dihalocarbenes. Kinetic studies with the aid of JR and NMR spectroscopy show that the species that functions as the proton acceptor is neither the epoxide ion nor the halide ion, but the 2-haloethoxide ion.

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