Organic Chemistry I

Professor Carl C. Wamser

Chapter 6 Notes

Alkene Reactions

Reaction Types

HCl plus Ethene

Addition Mechanism

Carbocation Intermediate

Formation of Chloroethane

Alkene Addition Reactions

Addition of HX to Alkenes

Reaction Notation

Orientation of Addition

Markovnikov's Rule

Carbocations

Markovnikov Addition


Carbocation Rearrangements

Hydration of Alkenes

Hydration Mechanism


Halogenation of Alkenes

CH2=CH2 + Cl2 ---> Cl-CH2-CH2-Cl

Anti Addition

cyclopentene + Br2 ---> trans-1,2-dibromocyclopentane (no cis)

Bromonium Ion



Halohydrins

Hydroboration/Oxidation

Reduction of Alkenes

CH2=CH2 + H2 ---> CH3-CH3

R-O-H + H2 ---> R-H + H2O

Catalytic Hydrogenation

CH2=CH2 + H2 ---> CH3-CH3

Syn Addition

1,2-dimethylcyclohexene + H2 --(cat)-->cis-1,2-dimethylcyclohexane(no trans)

Oxidation of Alkenes

Oxidative Cleavage

C=C --> C=O + O=C

Balancing Redox Reactions

Conjugated Dienes