The Thermal and Mass Spectral Fragmentation of N-Butyl Thiolo-, Thiono-, and Dithio-Chloroformate

HR Hudson, AJ Koplick

Index: Hudson, Harry R.; Koplick, Andrew J. Phosphorus, Sulfur and Silicon and the Related Elements, 2011 , vol. 186, # 8 p. 1635 - 1649

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Abstract

Abstract Thermal decomposition of n-butyl thiolochloroformate at 150° C follows a similar pattern to that reported previously for n-butyl chloroformate, to give butyl chloride which is largely rearranged to the s-butyl isomer. An ion-pair mechanism, involving 1, 2-and 1, 3- hydride shifts, is proposed. The less stable thiono-and dithio-chloroformates decompose to give lower yields of butyl chlorides (mainly without rearrangement) together with ...