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Homework Help: OCHEM mechanism

  1. Apr 16, 2010 #1
    1. The problem statement, all variables and given/known data


    2. Relevant equations

    3. The attempt at a solution This isn't really a homework problem but i'd like to know how to run this mechanism. I have no idea how one oxygen ended up leaving. I can make it so then the ring is broken apart and like turn the oxygen into a hydroxide...from then on out i'm confused as to wat to do...
  2. jcsd
  3. Apr 21, 2010 #2


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    You haven't lost oxygen. You have moved the etherial oxygen to a different carbon. This gives you a six-member ring instead of a 5-member one.

    I find it useful to use the catalyst in the first step. Where would you add that proton so that it would give you a product? Do all three postitions and see where it leads....
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