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Organic chemistry addition reaction

  1. Mar 28, 2013 #1
    1. The problem statement, all variables and given/known data

    nmat0l.jpg


    Number 8 is the one I was unsure of in my exam.

    I know a hydride shift would give it a better carbocation, however it was not tetra hedral, so I panicked, and quickly did a alkyl shift, it worked out on the exam, but I was on the verge of running out of time so I did not really check.

    What do you think?



    2. Relevant equations



    3. The attempt at a solution
     
  2. jcsd
  3. Mar 28, 2013 #2
    I do not understand what you mean by "it was not tetrahedral", are you talking about the carbocation? If so, carbocations are never tetrahedral.

    I am not sure what could be the product but I think the positive charge migrates to the nearest tertiary carbon and give a tetra substituted alkene.
     
  4. Mar 29, 2013 #3
    Mmdhiggenz

    The picture does seem to show the necessary hydride shift ( probably a correction by your professor)
     
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