1. Section 9: Amines – Chapter 20
Practice Problems:
None! (yay!)

2. Amines: Nomenclature

3. Amines: Heterocyclic Amines

4. Amines: Structure
note: if R, R’, R’’ are different, the amine is technically chiral, but…

5. Amines: Smell

6. Amines: Basicity
Basicity is often reported as the pKa of the conjugate acid:

7. Some representative pKa values:
Amines: Basicity
Some representative pKa values:

8. Amines: in Biology

9. Amines: in Biology

10. Amines: Preparation
A. Reduction of nitriles / amides / nitro compounds

11. Amines: Preparation
B. SN2 reactions
 If you want to go from a 2o amine to a 3o amine, rxn with R-X is usually OK. Otherwise, consider an alternative approach.

12. Amines: Preparation
C. Attack with NaN3
D. Gabriel Synthesis

13. Amines: Preparation
E. Reductive amination
Great reaction!!

14. 4D. Preparation of Primary Amines
through the Hofmann and Curtius Rearrangements
Hofmann rearrangement

15. Examples

16. Mechanism

17. Curtius rearrangement