n-butyl thiolochloroformate abstract

  The thermal decomposition of n-butyl thiolochloroformate to 150 ° C follows a pattern similar to that reported previously for n-butyl chloroformate, to give butyl chloride which is substantially revised to s-butyl isomer. An ion pair mechanism, involving 1,2 - and 1,3-hydride shifts, is proposed. The thiono-and dithio-chloroformates less stable decompose to give lower yields of butyl chlorides (mostly without rearrangement) with several other by-products, indicating the operation of a complex combination of reaction pathways. The mass spectra of all three thio compounds exhibit molecular ions, the most important fragment ions in their spectra are the n-butyl cation, and radical cations • • + + COS and CS2. Many chlorine containing ions of low intensity are also observed, and their formation is discussed.

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