Organic Chemistry Chapter 11 Alkynes

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tulipyoursweety
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248730
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Organic Chemistry Chapter 11 Alkynes
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2013-11-27 02:46:52
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Organic chemistry chapter 11 alkynes
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Organic Chemistry Chapter 11 Alkynes
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  1. how can you make an alkyne?
    vicinal dihalide + NaNH2 (2 equiv.) → alkyne

    Tert butoxide + DMSO (doesn't work as well)
  2. How can you make a vicinal dihalide?
    alkene + X2
  3. R-CΞC-H --(H-X, 2 equiv.)-->
    • geminal dihalide (both halides on same C)
    • markovnikov's rule
  4. Addition:
    how do you make a geminal dihalide?
    • alkyne + H-X (2 equiv.)
    • - markovnikov's rule
  5. Addition:
    How do you make a tetrahalide?
    • R-CΞC-H --(X-X, 2 equiv.)--> 
    • bridged halonium ions formed
    • anti addition of X2 occurs
  6. R-CΞC-H --(X-X, 2 equiv.)-->
    • tetrahalide
    • bridged halonium ions formed
    • anti addition of X2 occurs
  7. Addition:
    How do you make a ketone?
    • R-CΞC-H + A → enol ⇄ ketone
    • A = H2O, H2SO4 and HgSO4 (not necessary)
    • markovnikov's rule
  8. Addition:
    how do you make an aldehyde?
    • R-CΞC-H + A → enol ⇄ aldehyde
    • 1) BH3, 2) H2O2 && HO-

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