OChem II exam I

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Author:
lacythecoolest
ID:
283156
Filename:
OChem II exam I
Updated:
2014-09-15 19:35:16
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SN1 E1 SN2 E2 reactions
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Exam I Ochem II, SN1&2, E1&2, markovnikov addition, ant-markovnikov addition, rxn mechanisms, Hoffman vs. Saytzeff eliminations, enantiomers and diastereomers
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  1. Inner more stable product that produces a double bondĀ  via induction
    requires a smaller base, but not too small
    Saytzeff E2 Reaction
  2. Which rxn is a strong acid never used in?
    E2
  3. S: 1, unhind 2
    N/B: small, strong
    L: good
    S: Aprotic
    SN2
  4. S: 3, hind 2
    N/B: Nuc present
    L: good
    S: protic
    SN1
  5. S: 1,2,3
    N/B: Large base
    L: good
    S: aprotic
    E2
  6. S: 3, hind 2
    N/B: no base or nuc
    L: good
    S: protic
    E1
  7. List 8 small strong bases
    • OH
    • MeO
    • EtO
    • CH3
    • C2H5
    • I
    • H
    • NH2
    • CH3NH
  8. List 2 Bulky bases(E2)
    • t-ButO
    • isoPro
  9. List 4 Protic Solvents
    • H20
    • MEOH
    • ETOH
    • Organic Acids-HAC
    • Inorganic Acids-H2SO4, H3PO4
  10. List 5 Aprotic Solvents
    • Acetone
    • THF
    • Diethyl ether
    • DMSO
    • Methylene Chloride
  11. In order to use a protic solvent for an SN2 you must
    use a nucleophile made from an alcohol and the alcohol as the solvent
  12. alcohol solventsĀ that go with the protic nucleophiles for an SN2 rxn

    MeO, EtO, t-ButO, isoPrO
    • MeOH
    • EtOH
    • t-ButOH
    • isoPrOH
  13. Whats the consequence of using a protic nucleophile with an SN2 rxn?
    slower
  14. Substrate:
    1, 2 unhind
    alcohol
    strong acid and halide
    Sn2
  15. Substrate:
    1, 2 unhind
    Halide
    Nucleophile and Aprotic or Protic Solvent
    Sn2
  16. Substrate:
    1, 2 unhind
    Halide
    base and Protic solvent
    E2
  17. Substrate:
    hind 2, 3
    alcohol
    strong acids only
    E1(Sn1)
  18. Substrate:
    hind 2, 3
    alcohol
    strong acids and halide
    Sn1 (E1)
  19. Substrate:
    hind 2, 3
    halide
    base and protic solvent
    E2
  20. Substrate:
    hind 2, 3
    halide
    protic solvent only
    E1 (Sn1)
  21. Substrate:
    hind 2, 3
    halide
    nucleophile and protic solvent
    Sn1 (E1)

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