Organic Chemistry II

Professor Carl C. Wamser

Chem 335 - Winter 2008

Chapter 12 Notes

Electrophilic Aromatic Substitution

Electrophilic Aromatic Substitution

Mechanism of Aromatic Substitution



Mechanism - why slower than alkenes ?

Mechanism - why substitution ?


Bromination of Benzene



Chlorination of Benzene



Nitration of Benzene



Sulfonation of Benzene



Friedel-Crafts Alkylation

Friedel-Crafts Acylation


Substituent Effects

Reactivity Effects

Orientation Effects

Ortho, Para Directors



Meta Directors



Classifying Substituents

Partial Rate Factors

Synthetic Strategy

Synthesis Example



Synthesis Example

 

Substitution on Other Aromatic Systems