No |
Date | Topics |
Lecture Materials | Chapter |
1 |
1/9 | Radicals - Structure, Stability, and Types of Elementary Reactions. | 11 | |
2 |
1/11 | Radical Halogenation. | 11 | |
3 |
1/13 | More on Radical Halogenation. HBr addition. | 11 | |
4 |
1/18 | Autooxidation and Antioxidants. Radical Polymerization. | 11 | |
5 |
1/20 | Synthesis. Retrosynthetic Analysis. | 12 | |
6 |
1/23 | Alcohols and Phenols. Acidity. Methods for alcohol preparation. | 13 | |
7 |
1/25 | Hydride reductions. Grignard Synthesis. | 13 | |
8 |
1/27 | Protection of Alcohols. | 13 | |
9 |
1/30 | SN and E Reactions of Alcohols. | 13 | |
10 |
2/1 | Oxidation of Alcohols. | 13 | |
11 |
2/3 | More Reactions of Alcohols. | 13 | |
| 12 | 2/6 | Multistep Synthesis using Alcohols. | 13 | |
| 2/8 | Exam 1 | 11-13 | ||
13 |
2/10 | 14 | ||
14 |
2/13 | 17 | ||
15 |
2/17 | 17 | ||
16 |
2/20 | 18 | ||
| 17 | 2/22 | 18 | ||
| 18 | 2/24 | 18 | ||
19 |
2/27 | 18 | ||
20 |
2/29 | 18 | ||
| 21 | 3/2 |
|
18 | |
22 |
3/5 | Electrophilic aromatic substitution - mechanism and specific examples. | 19 | |
| 3/7 | Exam 2 | 14, 17, 18 | ||
23 |
3/9 | Theory behind directing effects of substituents in electrophilic aromatic substitution. | 19 | |
|
24 |
3/19 | Substitution on disubstituted rings. Friedel-Crafts alkylation limitations. | 19 | |
25 |
3/21 | Synthesis strategies. Friedel-Crafts alkylation work around - Friedel-Crafts acylation followed by Clemmensen reduction. Sulfonation as a blocking group methodology. | 19 | |
26 |
3/23 | Nucleophilic aromatic substitution - 3 mechanisms. Multistep synthesis of substituted aromatics. | 19.13-14, 23.11 | |
| 27 | 3/26 | Intro to Carbonyl Chemistry |  |
20 |
| 28 | 3/28 | Aldehyde/Ketone reactions. Acetals as protecting groups. Imines. | 20 | |
29 |
3/30 | Thioacetals. Enamines. Wittig synthesis. | 20 | |
| 30 | 4/2 | Naming of Carboxylic Acids and Carboxylic Acid Derivatives. | 21 | |
| 4/4 | Exam 3 | 19-20 | ||
| 31 | 4/9 | Reactivity of Carboxylic Acids and Carboxylic Acid Derivatives. Fischer Esterification. Preparation of Acyl Chlorides using Thionyl Chloride. | 21 | |
32 |
4/11 | More CAD Reactions. Nucleophilic acyl ubstitution mechanisms under basic vs acidic conditions. | 21 | |
| 33 | 4/13 | Ways to prepare carboxylic acids. Reactions of nitriles. Reactiosn of esters and acid chlorides with hydride sources and organometallics. | 22 | |
| 34 | 4/16 | Enolate chemistry. Epimerization, halogenation, and alkylation of the alpha carbon. | 22 | |
| 35 | 4/18 | Kinetic vs Thermodynamic Enolates. Stork enamine synthesis. Acetoacetic ester and malonic ester syntheses. | 22 | |
| 36 | 4/20 | Claisen condensation. Michael addition. Robinson annulation and related reactions. | 22 | |
| 37 | 4/23 | 23 | ||
| 38 | 4/25 | 24 | ||
| 4/27 | Exam 4 | 21-23 | ||
| 5/3 | Final Exam |