Chapter 2 Learning Outcomes

Learning Outcomes are summarized lists of the main ideas/skills that students should take away from a chapter. “Learning Outcomes” lists are not exhaustive; there may be other ideas/skills covered in the chapter that are also useful but not necessarily the main focus.

For Chapter 2 the Learning Outcomes are:

1. Understand the fundamentals of carbonyl-based nucleophiles.
2. Understand the fundamentals of keto-enol tautomerism. Understand and be able to draw the curved arrow mechanisms for acid and base catalysis in keto-enol tautomerism.
3. Understand and be able to rank relative acidity for different carbonyl-containing functional groups. Understand the effects this has on nucleophilicity for enols/enolates.
4. Predict the major product(s), required reagents/conditions, and draw the proposed mechanisms for alpha-halogenation reactions.
5. Predict the major product(s), required reagents/conditions, and draw the proposed mechanisms for haloform reactions.
6. Predict the major product(s), required reagents/conditions, and draw the proposed mechanisms for alpha-alkylation reactions.
7. Predict the major product(s), required reagents/conditions, and draw the proposed mechanisms for self-addition aldol reactions.
8. Predict the major product(s), required reagents/conditions, and draw the proposed mechanisms for crossed-aldol reactions.
9. Understand the concept of chemoselectivity and the various methods of achieving it in crossed-aldol reactions.
10. Predict the major product(s), required reagents/conditions, and draw the proposed mechanisms for aldol condensation reactions.
11. Understand and be able to draw the curved arrow mechanism for E1cB elimination.
12. Predict the major product(s), required reagents/conditions, and draw the proposed mechanisms for Claisen condensation reactions.
13. Predict the major product(s), required reagents/conditions, and draw the proposed mechanisms for enol/enolate reactions with 1,3-dicarbonyl compounds.
14. Understand the fundamentals of Aldolase as an enzyme for catalysis of aldol reactions.