13889-94-6Relevant academic research and scientific papers
The thermal and mass spectral fragmentation of N-butyl thiolo-, thiono-, and dithio-chloroformate
Hudson, Harry R.,Koplick, Andrew J.
experimental part, p. 1635 - 1649 (2011/10/08)
Thermal decomposition of n-butyl thiolochloroformate at 150C 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 numerous other byproducts, indicating the operation of a more complex combination of reaction pathways. The mass spectra of all three thio compounds exhibit molecular ions; the most prominent fragment ions in their spectra are the n-butyl cation, and the radical cations COS+ and CS2+. Numerous chlorine-containing ions of low intensity are also observed, and their mode of formation is discussed. Copyright Taylor &Francis Group, LLC.
S-alkyl chlorothioformates from xanthates
Gade, Alexandra M.,Abelt, Christopher J.
, p. 2097 - 2099 (2008/02/12)
Reaction of S-alkyl O-ethyl xanthates (S-alkyl O-ethyl dithiocarbonates) with catalytic Vilsmeier reagent generated in situ from N-formylmorpholine (morpholine-4-carbaldehyde) gives S-alkyl chlorothioformates in good yields. Georg Thieme Verlag Stuttgart.
