Ochem exam 2

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ffloyd
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69669
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Ochem exam 2
Updated:
2011-03-10 17:01:05
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OCHEM EXAM2 deactivators activators directing effects OH alkyl halogens
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Flashcards for Ochem exam 2
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  1. OH
    • Strong activator
    • O,P director
  2. NH2
    • Strong activator
    • O,P director
  3. OR
    • Strong activator
    • O,P director
  4. NR2
    • Strong activator
    • O,P director
  5. alkyl groups
    • weak activator
    • O,P director
  6. CH3
    • weak activator
    • O,P director
  7. CH2CH3
    • weak activator
    • O,P director
  8. halogens
    • weak deactivator
    • O,P director
  9. Br
    • weak deactivator
    • O,P director
  10. Cl
    • weak deactivator
    • O,P director
  11. F
    • weak deactivator
    • O,P director
  12. CF3
    • Strong deactivator
    • M director
  13. SO3H
    • Strong deactivator
    • M director
  14. NO2
    • Strong deactivator
    • M director
  15. C=O
    • Strong deactivator
    • M director
  16. CHO
    • Strong deactivator
    • M director

    • C=O
    • l
    • H
  17. CN
    • Strong deactivator
    • M director
  18. Reactivity of benzene-OH
    very fast
  19. Reactivity of benzene-CH3
    fast
  20. Reactivity of benzene
    average
  21. Reactivity of benzene-Cl
    slow
  22. Reactivity of benzene-NO2
    very slow
  23. NR3+
    • Strong deactivator
    • M director
  24. Substitution is controlled by_______
    Substitution is controlled by THE STRONGEST ACTIVATOR
  25. a DIENE is electron_____ and has electron______groups
    a DIENE is electron RICH and has electron DONATING groups

    i.e. alkyl groups
  26. C6H6 is __________
    benzene
  27. C6H5CH2--- is
    benzyl
  28. benzene +

    H2NO3
    --------->
    Fe, HCl
    benzene-NH2
  29. benzene +

    H2NO3
    ------>
    H2SO4
    benzene-NO2
  30. benzene-NH2 +

    CF3C(O)OOH
    ---------->
    benzene-NO2
  31. benzene +

    SO3
    ------>
    H2SO4
    benzene-SO3H
  32. benzene +

    CrO3
    ---->
    H20;H+
    benzene-OH
  33. benzene-OH +

    H2
    ----->
    Pt
    benzene
  34. benzene +

    ClC(CH3)3
    -------->
    AlCl3
    benzene-C(CH3)3
  35. benzene +

    X2
    ------>
    FeX3
    benzene-X
  36. benzene +

    H2
    ------>
    Pt
    cyclohexane
  37. benzene +

    ClC(O)CH3
    ------------>
    AlCl3
    • O
    • ll
    • C-benzene
    • l
    • CH3

    *no rearrangement, but can't be done in presence of meta directors*
  38. benzene +

    ClCH2CH3
    ------------>
    AlCl3
    benzene-CH2CH3

    *will rearrange if adding anything longer than ethyl,can't be done in presence of meta directors*
  39. benzene=O +

    Zn(Hg)
    ---------->
    HCl
    benzene
  40. benzene +

    CrO3
    -------->
    H2SO4;H+
    benzene=O
  41. Acylium ion
    CH3C+=:O: ....or.... CH3C=O:+
  42. benzene-SO3H +

    H2O
    ------->
    heat
    benzene
  43. allyl carbocation is ______ stable than primary carbocation
    allyl carbocation is MORE stable than primary carbocation
  44. Carbocation stability

    _____>__________>_______
    3o > allyl ~ 2o > 1o ; CH2=C+H
  45. NBS creates ___________
    NBS creates bromine radicals
  46. SN1 carbocation stability
    ______>_______>________
    3o > allyl ~ 2o > 1o ; vinyl
  47. SN2 carbocation stability
    ________>__________>_________
    allyl > 1o > 2o > 3o ; vinyl
  48. a DIENOPHILE is electron _____ and has electron _______ groups
    a DIENOPHILE is electron POOR and has electron WITHDRAWING groups

    i.e. CF3 , O=C-R , C=N
  49. the DIENE in a Diels-Alder rxn works better when in the _________ formation
    the s-cis formation

    ("c" shaped molecule)
  50. in a Diels-Alder rxn the alkene is also known as what?
    the dienophile
  51. Factors affecting value of lambda max
    1)
    2)
    3)
    1)extent of conjugation (incr. w/ # db's)

    2)conformational effects (s-cis>s-trans)

    3)alkyl groups (incr. w/ # alkyl group)
  52. What is the primary type of transition observed in UV-Vis spectroscopy?
    pi--->pi*
  53. aldehydes and ketones show additional transformation in UV-Vis spec which is symbolized by _________
    n--->pi*

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