CHEM12C Midterm 1

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Author:
daynuhmay
ID:
218587
Filename:
CHEM12C Midterm 1
Updated:
2013-05-09 05:22:15
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ochem
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ochem
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  1. aldehyde suffix
    -al
  2. ketone suffix
    -one
  3. -OH -> =O

    (alcohol oxidation)
    PCC, CH2Cl2
  4. Ph-OH -> Ph-=O

    (benzyllic oxidation)
    MnO2
  5. hydrate formation:
    H2O + [H+ OR -OH]
  6. acetal formation:
    2CH3OH + H+
  7. cyclic acetal formation (Grignard protection):
    HOCH2CH2OH + H+ cat
  8. deprotection:
    H+, H2O
  9. R"NH2, 1% AcOH
  10. R2NH, 1% AcOH
  11. Wolff-Kishner Reduction:
    H2N-NH2, KOH, 
  12. Phosphorus ylide synthesis (for Wittig rxn):
    • 1. Ph3P
    • 2. nBuLi
  13. aldehyde/ketone + H2O=
    hydrate
  14. aldehyde/ketone + 2ROH =
    acetal
  15. aldehyde/ketone + NH3/1oR-NH2 =
    imine
  16. aldehyde/ketone + 2RR'NH =
    enamine
  17. aldehyde/ketone + N2H4 =
    alkane
  18. MgBrR", aq. workup
  19. Bayer-Villager Oxidation:
    • ketone -> ester
  20. During Bayer-Villager oxidation, which -carbon undergoes alkyl migration?
    the more substituted one


  21. **Ag2O selectively oxidizes aldehydes over alcohols to RCO2H
  22. PCC, H2O
    • 1. Mg
    • 2. O=C=O  (CO2)
    • 1. O3
    • 2. H2O
  23. + NH4+
    H+, H2O, 
  24. + NH3
    NaOH, H2O,
  25. SOCl2, pyr
  26. H+, ROH
  27. CH2N2
  28. carboxylic acid suffix
    -oic acid

    ex: alkane -> alkanoic acid
  29. amide suffix
    remove -oic acid and replace with -amide

    ex: hexanoic acid -> hexanamide
  30. ester suffix
    remove -oic acid and replace with -oate

    ex: pentanoic acid -> pentanoate

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