Alkene Reactions, by reaction type: Draw the product(s) for each reaction
Addition of HX:
1.
HBr
2.
HCl
3.
KI, H3PO4
4.
HCl
5.
HBr
6.
KI, H3PO4
Dehydrohalogenation:
1.
Br
KOtBu
2.
KOtBu
3.
Cl
Br
KOtBu
4.
Cl
KOtBu
5.
I
KOtBu
Dehydration:
1.
OH
H2SO4
heat
2.
OH
H2SO4
heat
3.
OH
H3PO4
heat
4.
H2SO4
OH
heat
5.
OH
H3PO4
heat
Addition of X2:
1.
Br2
2.
Cl2
3.
Cl2
4.
Br2
5.
Cl2
Halohydrin Formation - Addition of X2 and H2O or ROH:
1.
Br2
H2O
2.
Cl2
H2O
3.
Br2
CH3CH2OH
4.
Cl2
H2O
5.
Cl2
CH3OH
Addition of H2O using an acid catalyst (H+ from an acid, such as H2SO4)
1.
H2O
H2SO4
2.
H2O
H2SO4
3.
H2O
H2SO4
4.
H2O
H2SO4
5.
H2O
H2SO4
Oxymercuration:
1.
1. Hg(OAc)2, H2O
2. NaBH4
2.
1. Hg(OAc)2, H2O
2. NaBH4
3.
1. Hg(OAc)2, H2O
2. NaBH4
4.
1. Hg(OAc)2, H2O
2. NaBH4
5.
1. Hg(OAc)2, H2O
2. NaBH4
Hydroboration:
1.
1. BH3
2. NaOH, H2O2
2.
1. BH3
2. NaOH, H2O2
3.
1. BH3
2. NaOH, H2O2
4.
1. BH3
2. NaOH, H2O2
5.
1. BH3
2. NaOH, H2O2
Cyclopropanation:
1.
CH2N2
2.
CH2N2
3.
CH2N2
4.
CHCl3, KOH
5.
CHCl3, KOH
6.
CHCl3, KOH
7.
CH2I2, Zn(Cu)
8.
CH(CH3)I2, Zn(Cu)
9.
C(CH3)2I2, Zn(Cu)
Hydrogenation:
1.
H2, Pd/C
2.
H2, Pd/C
3.
H2, Pd/C
4.
H2, Pd/C
5.
H2, Pd/C
Epoxidation:
1.
mCPBA
2.
mCPBA
3.
mCPBA
4.
mCPBA
Dihydroxylation:
1.
KMnO4, NaOH
H2O
2.
KMnO4, NaOH
H2O
3.
KMnO4, NaOH
H2O
4.
1. OsO4
2. NaSO3, H2O
5.
1. OsO4
2. NaSO3, H2O
6.
1. OsO4
2. NaSO3, H2O
Oxidative Cleavage:
1.
KMnO4, H2O
2.
KMnO4, H2O
3.
KMnO4, H2O
4.
KMnO4, H3O+
5.
KMnO4, H3O+
6.
1. O3
2. Zn, H3O+
7.
1. O3
2. Zn, H3O+
8.
1. O3
2. Zn, H3O+
9.
1. O3
2. Zn, H3O+
10.
1. O3
2. Zn, H3O+