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Lecture Handouts



Lecture Handouts

This section contains notes used to supplement the lectures for the course. Some lecture notes apply to multiple class sessions. The Readings column refers to relevant sections in the course textbook, L. G. Wade, Jr. Organic Chemistry, 5th ed. The first half of the lectures were given by Dr. Sarah Tabacco, while the second half of the lectures were given by Prof. Barbara Imperiali. 



First Half of the Semester


LEC #TOPICSLECTURERHANDOUTSREADINGS
1General Class Information. Review of Lewis Bonding TheorySarah Tabacco (PDF)Ch. 1
2ResonanceSarah Tabacco Ch. 1
3Review of Molecular Orbital Theory, Hybridization/LCAOSarah Tabacco (PDF)Ch. 2
4Acidity Sarah Tabacco (PDF)Ch. 1
5Bond Lengths and Strengths/Alkanes Sarah Tabacco (PDF)Ch. 3
6Conformational Analysis Sarah Tabacco Ch. 3
7Cycloalkanes Sarah Tabacco Ch. 3
8Cyclohexane Sarah Tabacco Ch. 3
9Stereochemistry Sarah Tabacco (PDF)Ch. 5
10Stereochemistry Sarah Tabacco Ch. 5
11Free Radical Reactions: Thermo/Kinetics Sarah Tabacco (PDF)Ch. 4
12Free Radical Reactions: Thermo/Kinetics Sarah Tabacco (PDF)Ch. 4
13Alkyl Halides/SN2 Sarah Tabacco (PDF)Ch. 6
14SN2/SN1 Sarah Tabacco Ch. 6
15SN1/E1 Sarah Tabacco Ch. 6
16E1/E2 Sarah Tabacco Ch. 6
17E2Sarah Tabacco Ch. 6
18Structure and Synthesis of Alkenes Sarah Tabacco Ch. 7


Second Half of the Semester


LEC #TOPICSLECTURERHANDOUTSREADING
19-21The Alkene Double Bond: A Focus of Reactivity.
Polar and Concerted Addition Reactions. Hydrogenation, Addition of HX (Markovnikov Addition), Halogenation. Epoxidation, Hydroboration (Anti-Markovnikov Addition), Osmylation and Ozonolysis. Alkene Polymerization.		Barbara Imperiali(PDF)7.1, 7.2, 7.7, 8.1, 8.2, 8.3-8.5, 8.8, 8.10-8.11, 8.12-8.15, 8.16
22-24ALKYNES: Structure and Bonding.
Introduction to the Alkyne Triple Bond.

ALKYNES: Synthesis and Reactions. Alkylation of Acetylide Anions (A Carbon Nucleophile). Addition Reactions to Alkynes, Hydrogenation, Halogenation and HX. Hydration of Alkynes, Tautomerization.		Barbara Imperiali(PDF)9.1-9.5, 9.6, 9.7, 9.9
25-26ALCOHOLS: Structure, Synthesis and Reactions. Structure and Bonding. Acidity (brief review)Synthesis of Alcohols (methods to date and new strategies). Organometallic Reagents, Reactivity and Basicity. 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 Osylates). Esterification.Barbara Imperiali(PDF)10.1-10.6, 10.7, 10.8, 10.9-10.12, 11.1-11.3, 11.5-11.9, 11.12, 11.14
27-28AROMATIC 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. Reaction Chemistry of Aromatic Compounds - Electrophilic Aromatic Substitution: Halogenation, Nitration, Sulfonylation and Friedel-Crafts Alkylation and Acylation.		Barbara Imperiali(PDF)15.1-15.4, 16.1-16.10, 16.13, 17.1-17.5, 17.10-17.11
29-31Directing Effects in Electophilic Aromatic Substitution. Nucleophilic Aromatic Substitution. Strategies in the Synthesis of Multisubstituted Benzene Derivatives.

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).		Barbara Imperiali(PDF)17.6-17.9, 17.12, 18.1-18.4
32Synthesis of Aldehydes and KetonesBarbara Imperiali 
33Reactions of Carbonyl Compounds with the Carbonyl Group as an Electrophile with H, C, N and O Nucleophiles.Barbara Imperiali 
34Carbonyl Reactivity at the Alpha C-H (Enols and Enolates)Barbara Imperiali 
35Wrap UpBarbara Imperiali
 


 



 








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