Alkene Reactions Flashcards
Reaction name?
Regioselectivity and stereoselectivity?
Addition of Hydrogen Halides to Alkenes
Markovnikov - Halogen on most substituted C
H on least substituted
Can be syn or anti depending on top or bottom attack - Racemic mixture
Reaction name?
Regioselectivity and stereoselectivity?
Addition of water to alkenes
Markovnikov - OH adds to form most stable carbocation (Possible rearrangement)
Can be syn or anti depending on top or bottom attack - Racemic mixture
Reaction name?
What inert solvent is used?
Regioselectivity and stereoselectivity?
Addition of Bromine and Chlorine to alkenes
Ususally run with CH2Cl2 or CCl4
No regioselectivity when adding same atoms
Anti addition only + enantiomer
When Br-Br or Cl-Cl addition is run in H2O, what is the product?
Regioselectivity and stereoselectivity?
Bromohydrin
Markovnikov - OH adds to most substituted C
Anti addition only
Reaction name?
Regioselectivity and stereoselectivity?
Hydroboration/Oxidation
ANTI Markovnikov - H adds to most substituted C. OH on least substituted
Syn Addition only
Reaction name?
Regioselectivity ?
Oxymercuration-Demercuration
Markovnikov - OH on more substituted C, H on least substituted C
Reaction name?
Regioselectivity and stereoselectivity?
Catalytic Hydrogenation (additon of H2)
No regioselectivity because identical atoms are added
Syn addition only + Enantiomer when applicable
Reaction name?
Product name?
Stereoselectivity?
Epoxidation of Alkenes
3-membered ring (Oxygen)
Syn addition only of O
Racemization when applicable
Reaction name?
Regioselectivity and stereoselectivity?
Anti Dihydroxylation of Alkenes
(Anti addition of two OHs)
No regioselectivity due to identical molecules
Anti Addition
Reaction name?
Regioselectivity and stereoselectivity?
Syn Dihydroxylation (addition of two OHs)
Regioselectivity is NA
Syn Addition
Reaction name?
How many products are there?
How do you form the products?
Ozonolysis
2 products
An Oxygen double bonds to the carbon on each side of the double bond to make both products
Reaction name?
How many products are there?
What forms the products?
Oxidative Cleavage
2 Products
Same as ozonolysis but Oxygen adds to any lone hydrogens
