Homolytic addition of thiophenol to trivinylmethane and related compounds

  • T. T. Vasil'eva
  • É. I. Fedin
  • R. Kh. Freidlina
Organic and Biological Chemistry
Received:

Conclusions

  1. 1.

    A study was made of the homolytic addition of thiophenol to trivinylmethane, 5-chloro-3-vinyl-1-pentene and 5-phenylthio-3-vinyl-1-pentene.

     
  2. 2.

    The initially formed homoallylic radical (CH2=CH)2CHCHCH2SC6H5 is cyclized to the cyclopropylcarbinyl radical\(\begin{gathered} \dot CH_2 - CH - CHCH_2 SC_6 H_5 \hfill \\ \hfill \\ CHCH = CH_2 \hfill \\ \end{gathered} \). These radicals are fixed by reaction with thiophenol, with the formation of 5-phenylthio-3-vinyl-1-pentene and 1-methyl-2-vinyl-3-phenylthiomethylcyclopropane. The latter was identified in the reaction mixture by the PMR method.

     
  3. 3.

    1-Chloro-3-vinyl-5-phenylthiopentane and 3-vinyl-1,5-(bisphenylthio)pentane were respectively obtained by the reaction of 5-chloro-3-vinyl-1-pentene and 5-phenylthio-3-vinyl-1-pentene with thiophenol.

     

Keywords

Pentane Related Compound Thiophenol Homolytic Addition 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.
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Copyright information

© Consultants Bureau 1970

Authors and Affiliations

  • T. T. Vasil'eva
    • 1
  • É. I. Fedin
    • 1
  • R. Kh. Freidlina
    • 1
  1. 1.Institute of Heteroorganic CompoundsAcademy of Sciences of the USSRUSSR

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