Synthesis of Epoxides

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Author:
enger91
ID:
85240
Filename:
Synthesis of Epoxides
Updated:
2011-05-11 15:37:16
Tags:
epoxides
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Description:
University of MN twin cities, CHEM 2302
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  1. R-CH=CH-R + MCPBA->
    epoxide
  2. R-CH=CH-R + C6H5CO3H ->
    epoxide
  3. R-CH=CH-R + (HO3C-C6H5-COO-)Mg2+ ->
    epoxide
  4. R-CH=CH-R --> epoxide (3 answers)
    • MCPBA (Cl-C6H5-CO3H)
    • peroxybenzoic acid (C6H5-CO3H)
    • MMPP ((HO3C-C6H5-COO-)Mg2+)
  5. alkene + X2, H2O->
    halohydrin R-CH(Br)-CH(OH)-R
  6. halohydrin R-CH(Br)-CH(OH)-R + NaOH->
    epoxide
  7. halohydrin R-CH(Br)-CH(OH)-R --> epoxide
    NaOH
  8. Br-CH2-CH(OH)-R + 2,6-dimethyl pyridine, 2,6-lutidine->
    epoxide
  9. Br-CH2-CH(OH)-R --> epoxide
    2,6-dimethyl pyridine and 2,6-lutidine

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