| WEEK # | DAY 1 | DAY 2 | DAY 3 |
|---|---|---|---|
| 1 |
Lecture 1 Review of Lewis Bonding (PDF) |
Lecture 2 Resonance | |
| 2 |
Lecture 3 Molecular Orbital Theory, Hybridization (PDF) Problem Set #1 Due |
Lecture 4 Acidity (PDF) |
Lecture 5 Bond Lengths and Strengths/Alkanes (PDF) |
| 3 |
Lecture 6 Conformational Analysis Review Session Problem Set #2 Due |
Lecture 7 Cycloalkanes | Exam 1 (during class period) |
| 4 |
Lecture 8 Cyclohexane |
Lecture 9 Stereochemistry |
Lecture 10 Stereochemistry (PDF) |
| 5 |
Lecture 11 Free Radical Reactions, Thermodynamics and Kinetics Problem Set #3 Due |
Lecture 12 Free Radical Reactions, Thermodynamics and Kinetics (PDF) |
Lecture 13 Alkyl Halides/SN2 (PDF) |
| 6 |
Lecture 14 Substitution Reactions of Alkyl Halides SN2/SN1 Problem Set #4 Due |
Lecture 15 Substitution and Elimination Reactions of Alkyl Halides SN1/E1 | Exam 2 (during class period) |
| 7 |
Lecture 16 Elimination Reactions of Alkyl Halides E1/E2 (PDF) |
Lecture 17 Elimination Reactions of Alkyl Halides E2 |
Lecture 18 Structure and Synthesis of Alkenes |
| 8 |
Lecture 19 The Alkene Double Bond: A Focus of Reactivity. Polar and Concerted Addition Reactions. (PDF) Problem Set #5 Due | ||
| 9 |
Lecture 20 Hydrogenation, Addition of HX (Markovnikov Addition), Halogenation. |
Lecture 21 Epoxidation, Hydroboration (Anti-Markovnikov Addition), Osmylation and Ozonolysis Alkene Polymerization. Problem Set #6 Due | |
| 10 |
Lecture 22 ALKYNES: Structure and Bonding. Introduction to the Alkyne Triple Bond. (PDF) |
Lecture 23 Alkylation of Acetylide Anions (A Carbon Nucleophile) |
Lecture 24 Addition Reactions to Alkynes, Hydrogenation, Halogenation and HX. Hydration of alkynes. Tautomerization. Problem Set #7 Due |
| 11 | Exam 3 (during class period) |
Lecture 25 ALCOHOLS: Structure, Synthesis and Reactions. Structure and Bonding. Acidity (brief review). Synthesis of Alcohols (methods to date and new strategies). Organometallic Reagents, Reactivity and Basicity. (PDF) |
Lecture 26 Reaction of Carbonyl Compounds with Grignard and Organolithium Reagents. REDOX Relationships amongst Alcohols, Aldehydes and Ketones and Carboxylic Acids. Alcohols as Nucleophiles (Formation of Alkoxides) and Electrophiles (Formation of Tosylates). Esterification. |
| 12 |
Lecture 27 AROMATIC COMPOUNDS: Structure and Reactions. 2, 3, and 4 Pi Electron Systems. Benzene -- the Prototypic Aromatic System. What is "Aromaticity"? Huckel's rule. Identifying Aromatic Systems. Charged and Neutral Species. Polycyclics and Heterocyclic. (PDF) |
Lecture 28 Reaction Chemistry of Aromatic Compounds -- Electrophilic Aromatic Substitution: Halogenation, Nitration, Sulfonylation and Friedel-Crafts Alkylation and Acylation. Problem Set #8 Due | |
| 13 |
Lecture 29 Directing Effects in Electophilic Aromatic Substitution (PDF) |
Lecture 30 Nucleophilic Aromatic Substitution. Strategies in the Synthesis of Multisubstituted Benzene Derivatives. | |
| 14 |
Lecture 31 CARBONYL COMPOUNDS: Summary of Various Types of Carbonyl Compounds -- Aldehydes and Ketones, Carboxylic Acids and Carboxylic Acid Derivatives (Acid Chlorides, Acid Anhydrides, Esters and Amides). Problem Set #9 Due | ||
| 15 | Exam 4 (during class period) |
Lecture 32 Synthesis of Aldehydes and Ketones |
Lecture 33 Reactions of Carbonyl Compounds with the Carbonyl Group as an Electrophile with H, C, N and O Nucleophiles. |
| 16 |
Lecture 34 Carbonyl Reactivity at the Alpha C-H (Enols and Enolates) |
Lecture 35 WRAP UP!!! | |
| 17 | Final Exam (Duration 3 Hours) |