OCHEM 2 RXNS!

  1. reduction

    Alkene → alkane
    H2 / Pd on C
  2. reduction

    alkyne → alkane
    H2/ Pd on C

    Image Upload 2
  3. reduction

    alkyne→ alkene (cis)
    H2/ Lindlars catyl.

    Image Upload 4
  4. reduction

    alkyne→ alkene (trans)
    • Na or Li
    • :NH3

    Image Upload 6
  5. reduction

    aldehyde or ketone → ROH
    H2/ Pd on C 

    (count your carbons, plop OH on)

    Image Upload 8
  6. reduction 

    aldehyde or ketone → Alkane
    clemmensen's (Zn (Hg) / HCl) 

    or

    Wolf Kishner (NH2NH2/ -OH)


    Take carbonyl or carbonyl-H and count your carbons !
  7. reduction

    Nitro → Amine (RNH2, R2NH, R3H)
    H2/ Pd on C

    or 

    Sn or Fe / HCl
  8. reduction 

    Halides→ r-X




    Epoxides → open expoxide with attached r groups
    • 1) LiAlH4
    • 2)H20
  9. oxidation

    alkenes → epoxide
    • peroxyacid 
    • Image Upload 10

    can add same peroxiacid to cis or trans reactant cis will produce meso compounds and trans will produce racemic mixture
  10. oxidation

    alkene → diol (not syn)
    • 1)McPBA
    • 2) H2O (H+ or -OH)

    intermediate is an epoxide
  11. oxidation
    alkene → diol (syn)
    • 1) OsO4/pyridine (NMO)
    • 2)NaSO3H/ H2o   or just ⇾ 30% H2O2

    OR

    dilute KMnO4 / -OH, cold (or rm temp)
  12. oxidation

    alkenes→ C=O (mild)
    • 1) O3
    •                             :
    • 2) Zn/H2o or just --S--
    •                             :

    "cut alkene with scissors" count your carbons
  13. oxidation

    alkenes → carbonyls (strong)
    • 1) KMnO4
    • 2) H30+ , heat 
    • needs to be in acidic condition also with heat
  14. oxidation

    alkyne → C=O
    ozonolysis 

    or 

    KMnO4/H3o+
  15. oxidation

    alcohols → C=O
    wk ox: PCC, Image Upload 12

    • strong ox:
    • CrO3, Na2Cr2O7, KMnO4 
    • (in H2SO4)
  16. oxidation

    alkyl benzene → C=O
    • 1) KMnO4/OH/Na2CO3/heat
    • 2) Dilute H30+
  17. alkene to alkyl halide
    R--X

    and 

    X2 in aprotic

    if in protic, the product will have one X and OH attached to it
  18. Alkene to ROH
    H2SO4/ heat 

    or

    • 1) Hg(OAc)2/ H2O/THF
    • 2) NaBH4
    •  has 3 mem ring as intermed. 

    Image Upload 14

    or 

    • 1)BH3/ THF
    • 2) H2O2/-OH 
    • (has the "poof")
  19. alkyne
Author
NoUserName
ID
318950
Card Set
OCHEM 2 RXNS!
Description
reagents and products of reactions
Updated