1. Properties Nomenclature Preparation Reactions Synthesis
Ketones and Aldehydes
Properties
Nomenclature
Preparation
Reactions
Synthesis

2. Carbonyl Functional Groups

3. Large Dipole Controls Properties and Reactivity

4. Boiling Points Dipole-Dipole Interactions

5. Adrogenic/Anabolic Steroids

6. Anabolic Steroids

7. IUPAC Nomenclature Ketones

8. IUPAC Nomenclature Aldehydes

9. Preparation of Ketones and Aldehydes
Friedel-Crafts Acylation (ketones)
Hydration of Alkynes (ketones with oxymercuration, aldehydes with hydroboration)
Reduction of acids, acid chlorides and nitriles
Oxidation of alcohols

10. Friedel-Crafts Acylation

11. Oxymercuration Hydration Markovnikov

12. Hydroboration Hydration Anti-Markovnikov

13. DIBAH Diisobutyl Aluminum Hydride

14. Reduction Summary
DIBAH
[O] w/ PCC or
Periodinane

15. How would you prepare the ff?
Pentanal from:
pentan-1-ol
De-5-ene
Pentanoic acid
Hexan-2-one from:
hexan-2-ol
2-methyl-hex-1-ene
1-hexyne

16. Oxidation - Reduction

17. Oxidation Summary
CrO3, H3O+

18. Nucleophilic Addition Reactions: Strong Nucleophiles

19. NaBH4 Reduction

20. Some Examples

21. Grignard Reagents React With Ketones to form tertiary alcohols

22. Grignard Summary

23. How would you prepare the ff using a Grignard reagent?

24. Nucleophilic Addition Reactions: Weak Nucleophiles

25. Acetal Formation

26. Acetal Mechanism

27. Use of Ethylene Glycol to Protect Ketones and Aldehydes

28. Synthesis

29. Synthesis

30. Aldehydes React Preferentially

31. Carbonyl compounds with alpha hydrogens are (surprisingly) slightly acidic. Why?

32. The conjugate base is stabilized by resonance
The conjugate base is stabilized by resonance! Draw the resonance forms for the conjugate base.

33. Identify the most acidic proton:
cyclohexane-1,3-dione
Propanal
Acetic acid
3,3-dimethylbutan-2-one

34. Aldol Condensation Dimerization of 3-Pentanone