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BH3 * THF vs. HBr/ROOR

  1. Jan 19, 2015 #1
    1. The problem statement, all variables and given/known data

    What series of steps could be used to carry out the transformation shown below

    2. Relevant equations

    but-1-ene → Butyl cyanide

    3. The attempt at a solution

    This is a practice problem, so I already know that the answer is 1) HBr + Peroxide, 2) NaCN, but could it not also be BH3*THF and NaCN? My guess as to why that might not work is because Br is a much better leaving group than the boron group, but I just wanted to be sure.
     
  2. jcsd
  3. Jan 25, 2015 #2
    Thanks for the post! This is an automated courtesy bump. Sorry you aren't generating responses at the moment. Do you have any further information, come to any new conclusions or is it possible to reword the post?
     
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