Alkene Addition Reactions Flashcards
Acid-Catalyzed Hydration Reagents:
H2SO4 (dil.) or H2SO4 / H20 or H3O+
Acid-Catalyzed Hydration Two Groups Added:
H+OH
Acid-Catalyzed Hydration Regiochemistry:
Markovnikov
Acid-Catalyzed Hydration Stereochemistry:
None
Does Acid-Catalyzed Hydration have a carbocation intermediate?
Yes
Oxymercuration-Demercuration Reagents:
- Hg(OAc)2, H2O / 2. NaBH4
Oxymercuration-Demercuration Two Groups Added:
H+OH
Oxymercuration-Demercuration Regiochemistry:
Markovnikov
Oxymercuration-Demercuration Stereochemistry:
Anti
Does Oxymercuration-Demercuration undergo a carbocation intermediate?
No
Reagents for Hydroboration-Oxidation:
- BH3, THF / 2. H2O2, NaOH OR 1. B2H6
Hydroboration-Oxidation Two Groups Added:
H+OH
Hydroboration-Oxidation Regiochemistry:
Anti-Markovnikov
Hydroboration-Oxidation Stereochemistry:
Syn
Does Hydroboration-Oxidation undergo a carbocation intermediate?
No
Acid-Catalyzed Alcohol Addition Reagents:
H2SO4 / CH3OH
Acid-Catalyzed Alcohol Addition Two Groups Added:
H+OR
Acid-Catalyzed Alcohol Addition Regiochemistry:
Markovnikov
Acid-Catalyzed Alcohol Addition Stereochemistry:
None
Does Acid-Catalyzed Alcohol Addition undergo a carbocation intermediate?
Yes
Reagents used in Alkoxymercuration-Demercuration:
- Hg(OAc)2, CH3OH / 2. NaBH4
Groups added in Alkoxymercuration-Demercuration:
H-OR
Regiochemistry in Alkoxymercuration-Demercuration:
Markovnikov
Stereochemistry in Alkoxymercuration-Demercuration:
Anti
Carbocation formed in Alkoxymercuration-Demercuration?
No
Hydrohalogenation Reagents:
HCl, HBr, HI
Hydrohalogenation Two Groups Added:
H + X
X= Br, Cl, I
Hydrohalogenation Regiochemistry:
Markovnikov
Hydrohalogenation Stereochemistry:
None
Does Hydrohalogenation form a carbocation intermediate?
Yes
Reagents for Hydrobromination:
HBr / ROOR
Two Groups Added for Hydrobromination:
H + Br
Regiochemistry for Hydrobromination:
Anti-Markovnikov
Stereochemistry for Hydrobromination:
None
Does Hydrobromination undergo a carbocation intermediate?
Yes
Catalytic Hydrogenation Reagents:
H2/ Catalyst
Catalyst: Pd, Pt, Ni
Catalytic Hydrogenation Two Groups Added:
H + H
Catalytic Hydrogenation Regiochemistry:
N/A
Catalytic Hydrogenation Stereochemistry:
Syn
Catalytic Hydrogenation is also called:
Catalytic reduction
Halogenation Reagents:
Br2 / inert solvent
Inert solvent: CCl4 or CH2Cl2
Halogenation Two Groups Added:
X + X
Halogenation Regiochemistry:
N/A
Halogenation Stereochemistry:
Anti
Halohydrin Formation Reagent:
X2 / H2O or ROH
Halohydrin Formation Two Groups Added:
X + OH or OR
Halohydrin Formation Regiochemistry:
Markovnikov
Halohydrin Formation Stereochemistry:
Anti