Chem. Reactions

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Author:
laclaryce
ID:
76550
Filename:
Chem. Reactions
Updated:
2011-04-03 22:05:10
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chemistry reactions
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  1. Making Cyclopropanes
    C=C --?,?-->

    C=C --?-->
    • ? CH2N2, light
    • ? CH2I2, Zn(Cu)

    ? CHX3, NaOH(aq)
  2. Making Epoxides
    C=C --?-->
    • MCPBA, CH2Cl2
    • peroxyacid, nonpolar solvent
  3. Making Glycols (1,2 Diols)
    C=C --?,?-->
    • ? HCO2H, H3O+
    • peroxyacid, H3O+
    • ? OsO4, H2O2 or KMnO4, OH-
  4. Making Alkenes
    --?,?--> C=C
    • 1. ? KOH (alc)
    • E2 anti elimination
    • 2. ? H2SO4
    • E1 rearrangement possible, major and minor products
  5. Making Alkynes (vicinal dihalide)

    --?--> ? --?--> R-C(triple bond)C-R'
    • ? KOH (alc)
    • ?
    • ? NaNH2
  6. Making Alkynes
  7. +Br2 --?--> ?
    • light
  8. --?-->
    NaOCH3 & CH3OH
  9. ALkene + Br2, go!
  10. For use in Friedel-Crafts alkylations
    protonate alkene
    • HF
    • F- can be used to draw off proton at the end too
  11. For use in Friedel-Crafts alkylations
    OH with ___
    • + Lewis acids like BF3
    • BF3 isn't regenerated
  12. Make alkenes with alcohol, have to have a __ oposite
    React with ____
    will have major and minor products
    • H
    • H2SO4
  13. Hydrate alkenes
    C=C + ___
    __markonikov
    __rearrangement
    • H2O
    • yes
    • yes
  14. Oxymercuration - demercuration
    React with _____
    __markovnikov
    __rearrangement
    __addition
    • Hg(OAc)2, H2O
    • yes
    • no
    • anti
  15. Hydroboration-oxidation
    react with ___
    __markovnikov
    __rearrangement
    __addition
    • BH3 THF, H2O2 OH-
    • anti
    • no
    • syn
  16. Cis C=C, __ stays on them but __ gets replaced with Br
    when you react with ___
    gives you a ___ mixture optically ____
    • H
    • CH3
    • Br2, CCl4
    • racemic
    • inactive
  17. Trans C=C, __ stays on them but CH3 replaced.
    react with ___
    gives ___ mixture
    optically ___
    • H
    • Br2, CCl4
    • meso
    • inactive
  18. Williamson synthesis
    R-? ---?---> R-O-R'
    R = ? or ?
    • X
    • R'-O(-)
    • CH3 or 1*
  19. Alkoxymercuration-demercuration
    C=C --?--R-OH--?--> ?
    • Hg(OAc)2, NaBH4
    • C-C-C
    • .....|
    • ....OR
  20. Making alkynes
    new C(triple bond)C between vicinal dihalide
    dehydrohalogenation
    start with
    R-C(triplebond)C-R'
    KOH(alc), NaNH2
  21. Making alkynes
    new bond between geminal dihalide
    • KOH (alc), NaNH2
    • R-C(triple bond)C-R'
  22. New alkyne from smaller alkynes
    new C-C bond
    like williamson synthesis
    acetylide ions:
    R-X _ R'-C(triplebond)C- --> ?
    • R-C(triplebond)C-R'
    • nucleophilic aliphatic substitution
  23. New alkyne from smaller ones
    if aldehyde:

    Ketone
    • R'-C(triplebond)C-
    • H3O+

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