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

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? Email 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.

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.

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.

Carboxylic Acids Ethanoic acid Acetic Acid

Esters Ethyl ethanoate (ethyl acetate)

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

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

Question Name the functional groups in tetracycline.

Question Name the functional groups in tetracycline. Alcohol

Question Name the functional groups in tetracycline. Alkene

Question Name the functional groups in tetracycline. Aromatic ring

Question Name the functional groups in tetracycline. Ketone

Question Name the functional groups in tetracycline. Amine

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.

3-pentyn-2-ol

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.

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

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

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.

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