OChem2- Test 3

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chiroclown
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38629
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OChem2- Test 3
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2010-10-01 00:33:17
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OChem2 Test
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OChem2- Test 3
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  1. Arene
    • R group on a benzene ring
    • Alkyl Benzene
  2. Carbonation of Grignard
    • CH3CH2CH2MGCl+ 0=C=0 ----> CH3CH2CH2-C(=O)(=0) + HCl + Mg+2 ----->
    • CH3CH2CH2C(=0)-OH + MGCl-
  3. Hydrolysis of Nitriles
    • R-C(triple bond)N
    • H2O gives 3 H+ and 3 H-
    • NaCN gives Na+ and C(Triple bond N)
    • CH3CH2CH2-CH2 + HCl(or)NaCl ----> CH3CH2CH2-Cl + NaCN +H2O----->
    • CH3CH2CH2CH2-C(Triple Bond)N + H20-----> CH3CH2CH2CH2- C(OH2)-NH3---->
    • CH3CH2CH2-C(OH)(=O) + H20 + NH3
  4. Nitril
    • R-C(triple bond)N
    • AR-C(triple bon) N
  5. AR
    • Aromatic
    • Benzene
  6. Malonic Ester Synthesis
    Acidic Acid replacing H groups with R groups and they can be the came
  7. OMSG Affects My Face
    • Oxalic
    • Malonic
    • Succinic
    • Glutaric
    • Adipic
    • Maleic
    • Fumaric
  8. Oxalic
    • HO-C(O)C(O)-OH
    • Ethanedioic Acid
  9. Malonic
    • HO-C(O)CH2-C(O)-OH
    • Propanedioic Acid
  10. Succinic
    • HO-C(O)-(CH2)2- C(O)-OH
    • Butanedioic Acid
  11. Glutaric
    • HO-C(O)-(CH2)3- C(O)-OH
    • Pentanedioic Acid
  12. Adipic
    • H-O-C(O)-(CH2)4-C(O)-OH
    • Hexanedioic Acid
  13. Maleric
    • COOH-H-C=C-H-COOH
    • Cis Butanedioic Acid
  14. Fumaric
    • COOH-H-C=C-H-COOH
    • Trans Butanedioic Acid
  15. PIT
    • Aromatic Dicaroxylic Acids
    • Phithalic Acid
    • IsoPhthalic Acid
    • TerePhthalic Acid
  16. Phithalic Acid
    • Benzene
    • COOH- Para
    • COOH- Ortho
  17. IsoPhtalic Acid
    • Benzene
    • COOH- Meta
    • COOH- Ortho
  18. TerePhtalic Acid
    • Benzene
    • COOH- Meta
    • COOH- Meta
  19. Amide ending
    Amide after regular name
  20. Reactions of Carboxylic Acids
    OH replaced by:

    Cl = Acid Chloride (oyl)

    O-R = Ester

    NH2 = Amide
  21. Conversion of Carboxylic Acid into Acid Chloride
    R-C(O)-OH + (SOCl2, PCl3, or PCl5) -----> R-C(O)-Cl + OH (SOCl, PCl2, PCl4)
  22. Conversion of Carboxylic Acid into Ester
    • 1) R-C(O)-OH + R-OH ----> H+ ----> R-C(O)-OR + H2O
    • 2) Carboxylic to Acid Chloride ---> R-OH ----> R-C(O)- OR
  23. Conversion of Carboxylic Acid into Amides
    Carboxylic Acid to Acid Chloride ----> NH3 ---> R-C(O)-NH2 + HCl
  24. ________________ OXIDATION _____________>
    1o Alcohol----------> ALDEHYDES ---------------Carboxylic Acids
    <_______________REDUCTION ____________
    • Reduction of an Aldehyde = 1o Alcohol
    • Oxidation of an Aldehyd = Carboxylic Acid
  25. Reduction
    • Reaction of Carboxylic Acid
    • LiAlH4 gives 2 H-, H+Cl gives 2 H+
    • R-C(O)-OH + LiAlH4 + HCl ----> R-C(O)(H)-HOH----> R-C(O)(H) + H2O----> R-CH2(OH)
  26. Substitution in Alkyl or Aryl Group
    • Reactions of Carboxylic Acid
    • Step before Amino Acids
    • C(=O)-OH at Meta
    • NO2, SO3H, Cl+, CH3CH2, CH3-C(=O) at Ortho
  27. Hell Volhard Zelinsky
    • An allylic substitution Reaction
    • CH3-CH2-C(=O)-OH + Cl2 ---> P ---> CH3-CH(Cl)-C(=O)-OH
    • On a benzene ring---> attacks on Meta
  28. Amino Acid
    R-CH-(NH2)-COOH
  29. Inductive Affcts on Acidity
    • If you are a Group (G) in ortho you are MORE acidic than the Benzoic Acid.
    • Electron withdrawing is even MORE DRAMATIC.
  30. HAA
    • Hydrolysis
    • Alcoholysis
    • Amonyolis
  31. Alcoholysis
    Alcohol is drawing/ breaking apart the molecule

    • CH3-C(O)-OH + CH3-OH ---> HCl ---> CH3-C(=O)(CH3-OH)-HOH --->
    • H2O + HCl + CH3-C(=O)-OCH3
  32. Beta-Keto Ester
    CH3-CH2-C(=O)-CH2-C(=O)-O-R
  33. Claisen Condensation
    Formation of Beta-Keto Ester
  34. Reduction of Acid Chloride- Formation of Ketones
    CH3-Culi-CH3 + CH3CH2CH2-C(=O)-Cl ---> CH3CH2CH2-C(=O)(CH3) + Cl-CuLi-CH3
  35. Formation of Aldehydes by Reduction
    • Addition of Hydrogen
    • CH3CH2CH2-C(=O)-Cl + LiAlH4 + HCl ---> CH3CH2CH2-C(=O)-H +HCl

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