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1,2 elimination vs 1,4

Discussion in 'DAT Discussions' started by pistolpete007, Jun 15, 2008.

  1. pistolpete007

    2+ Year Member

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    can some clearly explain when to do which and give examples of each please?
     
  2. informatique

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    At -40 degrees C = 1, 2-addition across a conjugated diene (kinetic control)

    At higher temperatures = 1,4-addition (thermodynamic control)

    ==--==
    1 2 3 4 (sorry for the crappy picture, but let's say that's a double bond, single, and then a double.

    If I had H-Cl in -40 degrees C, the H would be added to carbon 1 leaving a carbocation at carbon 2. Cl adds on to carbon 2.
     

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