1. Sep 12, 2018 #1

   dRic2

   

   Hi, I've read that 2-cis-butene gives 1,3-butadiene by "1,4-H elimination". I don't really understand what kind of reaction it is. Does it involve the presence of a radical specie or is it an "auto-elimination"? How does it work?
   
   Thanks !
   
   
   EDIT: How can I change the title to "1,4 H elimination in butene" ?

    

   dRic2, Sep 12, 2018
2. 
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3. Sep 13, 2018 #2

   TeethWhitener

   

   Science Advisor

   Gold Member

   Conventional wisdom (I.e., my intuition) leads me to believe that—at least in its uncatalyzed incarnation—it’s a pericyclic reaction similar to a retro-Diels Alder. I can’t see the full paper here right at the moment:
   https://onlinelibrary.wiley.com/doi/abs/10.1002/kin.550050608
   but the words “unimolecular” and “symmetry-forbidden” lead me to believe my intuition is right.

    

   TeethWhitener, Sep 13, 2018
4. Sep 13, 2018 #3

   dRic2

   

   I can't read the full paper, but thanks for the link and the suggestions! :)

    

   dRic2, Sep 13, 2018

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