Chapter 8: Alkene Addition Flashcards
Hydrohalogenation addition gives a…
markovnikov’s rule
markovnikov product
Hydration gives a…
markovnikov’s rule
markovnikov product
Halogenation gives a…
markovnikov’s rule
markovnikov product
Oxymercuration-Demercuration gives a…
markovnikov’s rule
markovnikov product
Hydroboration-Oxidation gives a…
markovnikov’s rule
anti-markovnikov product
What is the stereochemistry of a halogenation product?
Anti-addition
What is the stereochemistry of a hydroboration-oxidation product?
Syn-addition
What is a suitable reagent for hydrohalogenation?
H-X (X = halogen)
Ex: HBr
What is a suitable reagent for hydration?
HA catalyst, H2O
What is a suitable reagent for halogenation?
X2 (X = halogen)
Ex: Br2
What are suitable reagents for oxymercuration-demercuration?
- Hg(OAc)2 and ROH (R = H or C): THF
- NaBH4, HO-
What are suitable reagents for hydroboration-oxidation?
- BH3: THF
- H2O2, HO-
What is a method to add two alcohols in a syn addition?
What reagents are used for this?
1,2-dihydroxylation
- OSO4
- NaHSO3
What type of intermediate occurs during halogenation?
A cyclic intermediate where both carbons are “bonded” to the halogen
How can an alkyl halide be converted to an alkene?
E2 elimination with alkoxide
