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Homework Help: Organic Chemistry

  1. Nov 19, 2008 #1
    Organic Chemistry!!

    Ok so I've been looking absolutely everywhere and cannot find an example to go by ANYWHERE.... how in the world does a mechanism work for the synthesis using the catalyst potassium tert-butoxide?? The reactant is 2-bromo-3-methyl-butyl-4-benzene. Any hints at all would be helpful!
  2. jcsd
  3. Nov 20, 2008 #2


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    Re: Organic Chemistry!!

    t-Butoxide can be considered a strong, non-nucleophilic base. Find your most acidic proton in the structure and deprotonate. This looks like an elimination reaction as presented and the t-butoxide won't be catalytic... you need a full equivalent. Is there another portion of the problem that you haven't shared with us?

    Nice benzylic proton in that compound, btw.
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