Reactions of Dienes

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Author:
enger91
ID:
85251
Filename:
Reactions of Dienes
Updated:
2011-05-11 20:21:09
Tags:
dienes
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Description:
University of MN twin cities, CHEM 2302
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  1. At a low temp: 1,3-butadiene + 1 mol HBr->
    • H3C-CH(Br)-CH=CH2
    • kinetic product
    • less stable
  2. At a high temp: 1,3-butadiene + 1 mol HBr->
    • H3C-CH=CH-CH2
    • thermodynamic product
    • more stable
  3. alkene + NBS, heat/light->
    substitution at the allylic carbon (C next to the double bond)
  4. halogenated alkene + Li, pentane, alkyl halide->
    alkene-R
  5. Diels Alder Reaction
    1,3-butadiene + ethene -> cyclohexene
  6. 1,3-butadiene --> cyclohexene (diels alder reaction)
    ethene
  7. 1,3-butadiene --> 1,4-cyclohexadiene (diels alder reaction)
    ethyne

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