Chemistry 332 - Winter 1997

Chapter 11 - Condensation Reactions

New Skills

Knowledge - Level 1

know the definitions:

tautomers, enol, enolate, alpha-position


Concepts - Level 2

recognize the acidity of alpha-hydrogens (pKa ~20)

recognize the reasons for alpha-hydrogen acidity (resonance)


Applications - Level 3

apply the Greek-letter method of identifying the location of a functional group in a compound

write keto-enol equilibria

recognize products from aldol reactions

recognize products from Claisen condensations


Analytical Skills - Level 4 & higher

write mechanisms for enolization, either acid- or base-catalyzed

write mechanisms for alpha-substitutions:

acid-catalyzed halogenation
base-catalyzed alkylation

write mechanisms for base-catalyzed aldol reactions

write mechanisms for base-catalyzed Claisen condensations