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Hydroboration Reaction with BD3

  1. Nov 9, 2008 #1
    1. The problem statement, all variables and given/known data
    What would be the product of a Hyrdroboration/ oxidation reaction of 1-methylcyclopentene with deuterated Borane, BD3?

    2. Relevant equations

    3. The attempt at a solution I know the solution for a reaction with BH3. However, would this give you the same answer or a totally different one?
  2. jcsd
  3. Nov 11, 2008 #2


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    Write out the detailed mechanism and you will have your answer.
  4. Jan 1, 2011 #3
    Ummm, so does that mean that a D and an OH will be added? Because that's what I get when I write it out, and I'm not sure if that's right...

    Also, how would one carry out this reaction?

    3-hexyne ----------------> 3,4-dideuterio-3-hexene

    I know the first step would be to hydrate with H2 and Lindlar catalyst, but how would you go about adding the two D's?

    Last edited: Jan 1, 2011
  5. Jan 1, 2011 #4


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    What product would you get if you added H2 across the double bond? How about D2?
  6. Jan 1, 2011 #5
    Ah, okay, I see your point now. I'd add D2 with the Lindlar catalyst instead. Thank you!!!!
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