Organic Chemistry I

Calendar

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)