Summary of Alkene reactions

What is the reaction type for Hydrohalogenation?

Electrophilic addition

What is the reaction type for Hydration?

Electrophilic addition

What is the reaction type for Halogenation?

Electrophilic addition

What is the reaction type for Halohydrin formation?

Electrophilic addition

What is the reaction type for Oxymercuration-Reduction?

Electrophilic addition

What is the reaction type for Hydroboration?

Electrophilic addition

What is the reaction type for Epoxidation?

Electrophilic addition

What is the reaction type for Osmylation?

Electrophilic addition

What is the reaction type for Ozonolysis?

Oxidative Cleavage

What is the reaction type for Hydrogenation?

Reductive Addition

What are the reagents for Hydrohalogenation?

H-X

What are the reagents for Hydration?

H2O + H2SO4

What are the reagents for Halogenation?

X₂ Where X = Halogen

What are the reagents for Halohydrin-Formation?

X2 + H2O or ROH

What are the reagents for Oxymercuration-Reduction?

1) Hg(OAc)2 + 2H2O

2) NaBH4

What are the reagents for Hydroboration?

1) BH3-THF
2) H2O2, NaOH

What are the reagents for Epoxidation?

mCPBA

What are the reagents for Osmylation?

1) OsO4
2) NaHSO3, H2O

What are the reagents for Ozonolysis?

1) O3
2) (CH3)2S or Zn/H+

What are the reagents for Hydrogenation?

H2, Pd

What is the regioselectivity of Hydrohalogenation?

Markovnikov

What is the regioselectivity of Hydration?

Markovnikov

What is the regioselectivity of Halogenation?

N/A (Two X’s are added)

What is the regioselectivity of Halohydrin Formation?

OH will form on more substiuted C while the Halogen will be on less substiuted C.

What is the regioselectivity of Oxymercuration-Reduction?

Markovnikov

What is the regioselectivity of Hydroboration?

Anti-Markovnikov

What is the regioselectivity of Epoxidation?

most electron rich alkene

What is the regioselectivity of Osmylation?

N/A both sides form OH

What is the regioselectivity of Ozonolysis?

N/A both sides break and form double O bond at the site of breakage

What is the regioselectivity of Hydrogenation?

N/A both sides form Hydorgens on both side

What is the intermediate for Hydrohalogenation?

Carbocation

What is the intermediate for Hydration?

Carbocation

What is the intermediate for Halogenation?

Bridged halonium ion

What is the intermediate for Halohydrin Formation?

Bridged Halonium Ion

What is the intermediate for Oxymercuration-Reduction Formation?

Bridged mercurinium ion

What is the intermediate for Hydroboration?

The B atom is attached to the less substituted carbon atom with the H on the other.

What is the intermediate for Expodiation?

None (Concerted reaction)

What is the intermediate for Osmylation?

Concerted (Osmate ester formed in reaction however)

What is the intermediate for Ozonolysis?

Concerted (Malozandie Ozonide) 3 oxygens together

What is the intermediate for Hydrogenation?

Pd-Alkene (Surfance reaction)

What is the Stereoselectivity for Hydrohalogenation?

N/A (Can be Anti or Syn)

What is the Stereoselectivity for Hydration?

N/A (Can be Anti or Syn)

What is the Stereoselectivity for Halogenation?

Anti

What is the Stereoselectivity for Halohydrin Formation?

Anti

What is the Stereoselectivity for Oxymercuration-Reduction?

Anti

What is the Stereoselectivity for Hydroboration?

syn

What is the Stereoselectivity for Epoxidation?

syn

What is the Stereoselectivity for Osmylation?

syn

What is the Stereoselectivity for Ozonolysis?

syn

What is the Stereoselectivity for Ozonolysis?

syn