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1,2-Alkyl shifts vs. hydride shifts

  1. Dec 24, 2011 #1
    In carbocation rearrangements, do alkyl shifts only occur when the carbon adjacent the carbocation is a tertiary carbon and thus, a hydride shift cannot occur (because there is no hydrogen attached to the tertiary carbon)?
  2. jcsd
  3. Dec 24, 2011 #2
    im not very sure regarding all reactions but i always check the carbocation formed in any step....if alkyl shift is possible and gives a more stable product,say tertiary from secondary,then form this new carcocation,else try for hydride shift,if possible......else use the original carbocation
  4. Dec 24, 2011 #3
    I was going to try and give an example in which a hydride shift and alkyl shift yield the same carbocation but I can't think of any. So it seems like your approach should be effective in the majority (if not all) of cases.
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