CHEM12C Lab Exam 2

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daynuhmay
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223515
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CHEM12C Lab Exam 2
Updated:
2013-06-13 03:30:14
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ochem
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CHEM12C Lab Exam 2
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  1. LiAlHreduces...
    everything except alkenes & alkynes -> alcohol
  2. DIBALH reduces...
    everything except alkenes & alkynes -> aldehyde
  3. NaBH4 reduces...
    ketones and aldehydes -> alcohol
  4. H2, Pd catalyst reduces...
    alkenes, alkynes, aldehydes & ketones
  5. H2, Raney Ni reduces...
    alkenes, alkynes, thiols to alkanes
  6. N2H4, KOH, H2O, heat reduces...
    ketones/aldehydes

    (Wolff-Kishner)
  7. Zn(Hg), HCl, heat reduces...
    ketones & aldehydes ->alkanes

    (Clemmensen)
  8. Na metal, liq NH3, -33oC reduces...
    alkynes -> trans-alkenes
  9. Sn, HCl reduces...
    nitro groups -> amines
  10. RCHO + LiAlH4 ->
    RCH2OH
  11. R2CO + LiAlH4 ->
    R2CHOH
  12. RCOOH + LiAlH4 ->
    RCH2OH
  13. RCOOR' + LiAlH4 ->
    RCH2OH
  14. RCOCl + LiAlH4 ->
    RCH2OH
  15. RCONH2 + LiAlH4 ->
    RCH2NH2
  16. RCHO + NaBH4 ->
    RCH2OH
  17. R2CO + NaBH4 ->
    R2CHOH
  18. RCOCl + LiAlH[OC(CH3)3]->
    RCHO
  19. RCOOR' + DIBAL-H ->
    RCHO
  20. RCHO + H2, Pd cat ->
    RCH2OH
  21. unknown is soluble in water
    low MW compound (<4-6C)
  22. unknown is soluble in 2.5M NaOH
    organic acid (carboxylic acid or phenol)
  23. unknown is soluble in 0.6 NaHCO3
    carboxylic acid
  24. unknown is soluble in 1.5M HCl
    amine
  25. unknown is soluble in conc. H2SO4
    NOT a halide
  26. Solubility test progression
    • 1) Water
    • 2) NaOH
    • 3) NaHCO3
    • 4) HCl
    • 5) H2SO4
  27. chromic acid oxidation test
    alcohols, aldehydes, ketones
  28. iodoform/haloform test
    alcohols, methyl ketones
  29. Lucas test
    H2O soluble alcohols
  30. 2,4-DNP test
    aldehydes, ketones
  31. Tollen's test
    aldehydes
  32. Br2 in CH2Cl2
    alkenes
  33. KMnO4 oxidation
    alkenes

    *strong oxidizer - also ROH's & aldehydes
  34. ignition test
    aromatics
  35. Friedel-Crafts alkylation
    non-electron-poor aromatics
  36. hydroxamic acid test
    ester
  37. ester hydrolysis test
    ester
  38. NaI test
    SN2 alkyl halide test
  39. AgNO3 test
    SN1 alkyl halide test
  40. dinitrobenzoate derivative
    alcohol
  41. naphthylurethane derivative
    alcohol
  42. phenylurethane derivative
    alcohol
  43. 2,4-DNP derivative
    aldehyde/ketone
  44. semicarbazone derivative
    aldehyde/ketone

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