Synthesis of Aldehydes

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Author:
enger91
ID:
85300
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Synthesis of Aldehydes
Updated:
2011-05-11 20:19:43
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aldehyde organic chemistry
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University of MN Twin Cities, CHEM 2302
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  1. Using 1,3-dithiane
    primary alkyl halide + 1)1,3-dithiane 2)butyllithium (C4H9-Li) 3)HgCl2, H3O+-> aldehyde
  2. primary alkyl halide + 1)1,3-dithiane 2)butyllithium (C4H9-Li) 3) HgCl2, H3O+->
    aldehyde
  3. primary alkyl halide --> aldehyde
    • 1)1,3-dithiane
    • 2)butyllithium (C4H9-Li)
    • 3)HgCl2, H3O+
  4. oxidation of primary alcohols
    R-OH + PCC-> aldehyde
  5. Swern oxidation
    R-OH + DMSO, COCl2-> aldehyde
  6. R-OH --> aldehyde
    (two answers)
    • PCC
    • DMSO, COCl2
  7. Hydroboration
    terminal alkyne + BH, H2O2, H2O, THF, OH--> aldehyde
  8. terminal alkyne + BH, H2O2, H2O, THF, OH-->
    aldehyde
  9. terminal alkyne --> aldehyde
    BH, H2O2, H2O, THF, OH-
  10. reductive ozonalysis --> aldehyde
    internal symmetrical alkene + O3, (CH3)2S-> aldehyde
  11. reductive ozonalysis --> -dial
    cycloalkene + O3, (CH3)2S-> -dial
  12. internal symmetrical alkene --> aldehyde
    O3, (CH3)2S
  13. cycloalkene --> -dial
    O3, (CH3)2S
  14. internal symmetrical + O3, (CH3)2->
    aldehyde
  15. cycloalkene + O3, (CH3)2S->
    -dial
  16. acid chloride + LiAl(t-butoxy)3H->
    aldehyde
  17. acid chloride --> aldehyde
    LiAl(t-butoxy)3H

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