Alkene Reactions COPY

Question 1

Reaction name?

Answer 1

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

Question 2

Reaction name?

Answer 2

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

Question 3

Reaction name?

Answer 3

Addition of Bromine and Chlorine to alkenes

Ususally run with CH₂Cl₂ or CCl₄

No regioselectivity when adding same atoms

Anti addition only + enantiomer

Question 4

Reaction name?

Answer 4

Hydroboration/Oxidation

ANTI Markovnikov - H adds to most substituted C. OH on least substituted

Syn Addition only

Question 5

Reaction name?

Answer 5

Oxymercuration-Demercuration

Markovnikov - OH on more substituted C, H on least substituted C

Question 6

Reaction name?

Answer 6

Catalytic Hydrogenation (additon of H₂)

No regioselectivity because identical atoms are added

Syn addition only + Enantiomer when applicable

Question 7

Reaction name?

Answer 7

Epoxidation of Alkenes

3-membered ring (Oxygen)

Syn addition only of O

Racemization when applicable

Question 8

Reaction name?

Answer 8

Anti Dihydroxylation of Alkenes

(Anti addition of two OHs)

No regioselectivity due to identical molecules

Anti Addition

Question 9

Reaction name?

Answer 9

Syn Dihydroxylation (addition of two OHs)

Regioselectivity is NA

Syn Addition

Question 10

Reaction name?

Answer 10

Ozonolysis

2 products

An Oxygen double bonds to the carbon on each side of the double bond to make both products

Question 11

Reaction name?

Answer 11

Oxidative Cleavage

2 Products

Same as ozonolysis but Oxygen adds to any lone hydrogens