Organic Chemistry II
	Professor Carl C. Wamser
Chem 335 - Winter 2009	Chapter 10 Skills

Conjugation

Knowledge - Level 1

Terminology:

molecular orbitals, bonding/nonbonding/antibonding, HOMO, LUMO
conjugate addition, 1,2- vs 1,4-addition
kinetic control vs. thermodynamic control
cycloaddition
Diels-Alder reaction
s-cis and s-trans conformations
dienophile, exo vs. endo

Concepts - Level 2

identify conjugated pi systems, the number of pi MOs, and the number of pi electrons

explain the significance of kinetic or thermodynamic control of a reaction in terms of a reaction mechanism and an energy diagram

Applications - Level 3

write MOs for a conjugated pi system, including the pattern of energy levels and electron populations

write conjugate addition products for conjugated pi systems

predict the products from a Diels-Alder reaction or starting materials for a given product

Analytical Skills - Level 4

write reaction mechanisms for conjugate addition, including alternative pathways and predictions of preferred pathways

write electron-pushing arrows and/or MO interaction pictures to illustrate reaction mechanisms of cycloaddition reactions

Synthesis Skills - Level 5

use Diels-Alder or conjugate addition reactions as part of a synthetic sequence