1. Schedule Today (4/19): Chapter 21 Monday (4/22): Chapter 21
Should have read through at least Section 21.5
Monday (4/22): Chapter 21
Any questions?
Wednesday (4/24): Review for Exam 3
Friday (4/26): Discuss Exam 3
Monday (4/29): Semester Review
Wednesday (5/1): Extended office hours

2. Exam III Thursday, April 25, 7:00-9:00 pm; rooms are on the website.
Conflict: (4/25) 4:30-6:30pm in 329 Davenport; sign up in 1026 CA
Conflict with conflict? me right away.
Review sessions:
Monday (4/22): 217 Noyes Lab, 8-10 pm
Tuesday (4/23): 101 Armory, 4-6 pm
Practice Exam will be posted by tonight.

3. Clicker question
Name the following compound. a) 2-chlorobutanal b) 2-chloropropanal c) 3-chloropropanal d) 3-chlorobutanal e) I get a different name/I cannot name this one.

4. Carboxylic Acids and Esters
Similar to alcohols vs. ethers, and aldehydes vs. ketones carboxylic acids and esters have a similar structure. The “R” group is hydrogen for carboxylic acids.

5. Carboxylic Acids
Ethanoic acid Acetic Acid

6. Esters
Ethyl ethanoate (ethyl acetate)

7. Amines
Look to how many carbons are attached to the nitrogen. One (1°), two (2°), or three (3°). A bit different from alcohols.

8. Amines vs. Alcohols
Amine: number of carbons attached to the nitrogen. Alcohol: number of carbons attached to the carbon attached to the oxygen.

9. Question
Name the functional groups in tetracycline.

10. Question
Name the functional groups in tetracycline. Alcohol

11. Question
Name the functional groups in tetracycline. Alkene

12. Question
Name the functional groups in tetracycline. Aromatic ring

13. Question
Name the functional groups in tetracycline. Ketone

14. Question
Name the functional groups in tetracycline. Amine

15. Clicker question
Which of the following compounds is impossible? a) Phenyl ethanoate b) 2,5-dibromo-3-hexyne c) 2-bromo-3-pentanone d) 2-pentyn-3-ol e) All of the compounds are possible.

16. 3-pentyn-2-ol

17. Clicker question
Name the following compound. a) 2-methyl-2-butenal b) 2-methyl-but-2-en-4-al c) 3-methyl-2-butenal d) 3,3-dimethyl-2-propenal e) I get a different name/I cannot name this one.

18. Naming Hierarchy
Some correlation with oxidation states, but also somewhat arbitrary!

19. Reactions of Alkanes
Alkanes are not as reactive as alkenes or alkynes. Note that a mono-halogen compound is the major product. Consider: CH4 + Cl2 → CH3Cl + HCl

20. Reactions of Alkenes The pi bond is weaker than the sigma bond.
Note that a di-halogen compound is the major product.
Known as an addition reaction.

21. CH2=CH2 + H2O → CH3CH2OH (acid catalysis)
Reactions of Alkenes
CH2=CH2 + H2O → CH3CH2OH (acid catalysis)