Chem 351 Tentative Lecture Schedule - Summer 2012
No |
Date | Topics |
Lecture Materials | Chapter |
1 |
6/18 | Synthesis. Review of reactions from Chem 350. Retrosynthetic analysis. | 12 | |
2 |
6/19 | Alcohols: Nomenclature, Physical Properties, and Reactions. Acidity of alcohols and phenols. SN and E reactions of alcohols. Oxidation of alcohols. | 13 | |
3 |
6/20 | Ways to prepare alcohols. Reduction of carbonyl compounds; NaBH4 vs LiAlH4. The Grignard synthesis. | 13 | |
4 |
6/21 | Basicity of Grignard reagents/reaction with hydroxyl groups. Ethers: Nomenclature, Physical Properties, and Reactions. Silyl ethers as protecting groups. | 13, 14 | |
5 |
6/22 | Crown ethers. Epoxides: Nomenclature, Preparation, and Reactions. Thiols and Sulfides. | 14 | |
| 6/25 | Exam 1 | 12-14 | ||
| 6 | 6/26 | Types of dienes. Stability and reactivity of conjugated dienes. Resonance vs MO explanations. Thermodynamic vs kinetic control. MO diagrams for linear polyenes. Electrocyclic reactions. | 17 | |
| 7 | 6/27 | Electrocyclic reactions. Sigmatropic shifts; the Cope and Claisen rearrangements. Cycloaddition reactions. Thermally allowed vs photochemically allowed. Benzene. Theoretical requirements for aromaticity. Experimental hallmarks of aromaticity. Anti-aromaticity. The annulenes up to 18-annulene. | 17, 18 | |
| 8 | 6/28 | Heteroaromatics. Charged aromatics. PAHs. | 18 | |
| 9 | 6/29 | Electrophilic aromatic substitution. Mechanism and substituent effects. | 19 | |
| 10 | 7/2 | Electrophilic aromatic substitution. Synthesis strategies. Nucleophilic aromatic substitution. | 19 | |
| 7/3 | Exam 2 | 17-19 | ||
| 7/4 | Independence Holiday - No Class | |||
| 11 | 7/5 | Aldehydes and Ketones. Naming. Nucleophilic adition mechanisms and examples. | 20 | |
| 12 | 7/6 | Use of acetal group as a protecting group. Nucleophilic addition of amines to aldehydes and ketones. | 20 | |
| 13 | 7/9 | Oximes and hydrazones. Wolf-Kishner reduction mechanism. Carboxylic acids. Nomenclature and acid/base reaction. Fatty acids nomenclature and mps. Ways to prepare carboxylic acids. | 20, 21 | |
| 14 | 7/10 | Carboxylic acid derivatives (CADs). Reactivity and nucleophilic substitution mechanisms. Preparation of acid chlorides from carboxylic acids. Interconversion of CADs. Hydrolysis of nitriles. | 21 | |
| 15 | 7/11 | Saponification. Ways to prepare esters. Reduction of carboxylic acids and derviatives. Grignard reactions of esters. Organocuprates. |
21 | |
| 16 | 7/12 | 22 | ||
| 7/13 | Exam 3 | 20-21 | ||
| 17 | 7/16 | 22 | ||
| 18 | 7/17 | 22 | ||
| 19 | 7/18 | 23 | ||
| 20 | 7/19 | 27 | ||
| 7/20 | Exam 4 | 22, 23, 27 |