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Chemistry LibreTexts

Addition-Elimination

[ "article:topic", "authorname:ggunawardena" ]
  • Page ID
    16575
  • If the product of an addition reaction is unstable under the reaction conditions and undergoes an elimination reaction, the overall reaction is called an addition-elimination.

     

     

    eg:

     

    additionelimination2.png

     

    mechanism:

     

    additionelimination3.png

    The first stage of the mechanism, shown in black, is an acid-catalyzed addition.  The addition product, hemiaminal 1, is unstable under acidic conditions and undergoes a 1,2-elimination, shown in blue, via activation of the hydroxy group by the acid.  Thus, the overall reaction is an addition-elimination.