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20 Cards in this Set

  • Front
  • Back
C=C
[HX/ETHER] >>
Mark addition of X & H

X = Cl, Br, I
C=C
[X2/CCl4] >>
Anti addition of X & X
C=C
[X2/H2O] >>
Mark, anti addition of X & OH
C=C
[Hg(OAc)2, H20/THF
// NaBH4 ] >>
Mark addition of OH & H
C=C
[BH3/THF
H2O2, -OH] >>
Non-mark, syn addition of OH & H
C=C + CHCl3 [KOH] >>
Dichlorocarbene addition

cyclo propane + Cl "ears"
C=C + CH2I2
[ZnCu/ETHER] >>
Cyclopropane formation

syn addition of 1 C
C=C
[H2 // Pd/C or PtO2] >>
Syn addition of H & H
C=C
[peroxyacid] >>
Syn addition of 1 O

formation of an epoxide
EPOXIDE
[H3O+] >>
Anti addition of OH & OH
C=C
[OsO4// NaHSO3, H2O] >>
Syn addition of OH & OH

lots and lots of O's rxn
C=C-C-H
[NBS // CCl4] >>
C=C-C-Br

replaces allylic H with Br
C-OH
[HX // ETHER] >>
C-X

replaces OH with X
3*/2*/1*
H-C-OH
[SOCl2 // PYRIDINE] >>
H-C-Cl

replaces OH with Cl
1*/2*
H-C-OH
[PBr3 // ETHER] >>
H-C-Br

replaces OH with Br
1*/2*
R-X
[Mg // ETHER] >>
R-Mg-X


Grignard
R-X
[2 Li // PENTANE] >>
R-Li + Li-X


Gilman
2 R-Li + CuI
[in ETHER] >>
(R-Cu-R)-Li + LiI


Gilman
R2CuLi + R'X
[in ETHER] >>
R-R' + RCu + LiX
R-X
[Mg // ETHER]
R-Mg-X
[H3O+] >>
RH + HOMgX