No |
Date |
Topics |
Chapter in Smith |
PowerPoint or Models |
Student Notes |
| 1 |
8/24 |
The structural theory. Review of Lewis
Structures. |
1.1-1.4 |
 |
p1, p2, p3 |
| 2 |
8/26 |
Lewis
Structures and Formal ChargeResonance,
VSEPR |
1.1-1.6 |
|
p1, p2, p3, p4, p5 |
| 3 |
8/28 |
Valence
Bond Theory and Hybrid Orbitals. Molecular Polarity. |
1.7-1.12 |
|
p1, p2, p3, p4, p5 |
| 4 |
8/31 |
Naming alkanes and finding isomers. Cycloalkanes.
|
4.1-4.5 |
|
p1, p2, p3, p4, p5, p6, p7 |
| 5 |
9/2 |
Naming of Branched Alkyl Groups. Cycloalkanes. Cis/trans isomerism.
|
4.1-4.5, 4.13b |
|
p1, p2, p3, p4, p5, p6 |
| 6 |
9/4 |
Intermolecular forces and physical properties. Alkane boiling points. Alkane reactions. |
4.6, 4.14-4.15, 3.3-3.4 |
|
p1, p2, p3, p4, p5 |
| 7 |
9/9 |
Functional
group families. Overview of organic reactivity. Melting points. Solubility. |
3 |
|
p1, p2, p3, p4, p5 |
| 8 |
9/11 |
Acid/base
reactions. Predicting acidity. |
2 |
|
p1, p2, p3, p4, p5 |
| 9 |
9/14 |
Applying acidity predictions. Common acids and bases. |
|
|
p1, p2, p3, p4 |
| 10 |
9/16 |
Predicting equilibrium constants and rates. |
6 |
|
p1, p2, p3 |
| |
9/18 |
Exam
1 |
|
|
|
| 11 |
9/21 |
C-13 NMR |
14 |
|
p1, p2, p3 |
| 12 |
9/23 |
Kinetics
and Collision Theory. Transition State Theory. |
6 |
|
p1, p2, p3, p4, p5 |
| 13 |
9/25 |
Proton NMR |
14 |
|
p1, p2, p3 |
| 14 |
9/28 |
Stereochemistry. Naming
Enantiomers - R/S Designations. |
5 |
|
p1, p2, p3, p4 |
| 15 |
9/30 |
Diastereomers and Meso Compounds
|
5 |
|
p1, p2, p3, p4 |
| 16 |
10/2 |
Enantiomeric excess and optical purity. Chiral compounds that lack chiral carbons. |
|
quiz answers |
p1, p2, p3 |
| 17 |
10/5 |
Alkyl
halide nomenclature. Mechanisms of nucleophilic substitution. SN2 and SN1 mechanisms. Steric hindrance and carbocation stability. |
7 |
|
p1, p2, p3, p4, p5 |
| 18 |
10/7 |
Nucleophiles
and Leaving Groups. Solvent
effects in SN reactions. |
7 |
10/7 study session notes
p1, p2, p3, p4 |
p1, p2, p3, p4 |
| 19 |
10/9 |
Stereochemistry of SN2 and SN1 reactions.
Vinyl and aryl halides (no SN2 or SN1 at sp2
carbon). |
7 |
|
p1,
p2, p3, p4,
p5 |
| 20 |
10/12 |
Class
canceled. |
|
|
|
| 21 |
10/14 |
SN2 and SN1 - leaving groups etc. |
7 |
|
p1, p2, p3, p4, p5, p6 |
| |
10/16 |
Exam 2
- Chapters 5-7, 13 IR only), and 14 |
|
|
|
| 22 |
10/19 |
E2
Elimination of alkyl halides. Zaitsev's rule. Rate effects and solvent effects. |
8 |
|
p1, p2, p3, p4 |
| 23 |
10/21 |
|
8 |
|
p1, p2, p3, p4, p5, p6 |
| 24 |
10/23 |
Bases used for E2.Predicting
the reaction and mechanism. SN2, E2, or SN1/E1. Preparation
of alkynes by E2. |
8 |
|
p1, p2, p3 |
| 25 |
10/26 |
Mass Spectrometry |
13 |
ms.ppt |
p1, p2 |
| 26 |
10/28 |
Naming Alkenes. Cis/trans and E/Z designations. Mechanisms for cis/trans isomerization. |
10.2 |
Prof. S. H. Liu |
p1, p2, p3, p4 |
| 27 |
10/30 |
Physical properties and naming of alcohols and ethers. Crown ethers and phase transfer
catalysis. |
9.3-9.5 |
|
p1, p2, p3 |
| 28 |
11/2 |
Alcohols. Acid-catalyzed dehydration. Carbocation rearrangements. |
9.7-9.9 |
|
p1, p2, p3, p4, p5 |
| 29 |
11/4 |
Alcohol
reactions. Dehydration to form ethers. Alternative reagents for halogenation and dehydration.
|
9.10, 9.12, 9.14 |
|
p1, p2, p3, p4, p5, p6 |
| 30 |
11/6 |
Conversion
of alcohols to tosylates. Stereochemistry. |
9.13 |
|
p1, p2, p3, p4, p5 |
| 31 |
11/9 |
Ether reactions.
Cleavage by acid. Epoxide
reactions.
|
9.14-9.15 |
|
p1, p2, p3, p4 |
| |
11/13 |
Exam 3 |
8 (all), 9.1-9.14, 10.1-10.4, 13.1-13.3 |
Answer Keys
A: p2, p3, p4, p5, p6
B: p2, p3, p4, p5, p6 |
|
| 32 |
11/16 |
Epoxide
reactions. Addition of HX to alkenes. |
9.15, 10.9-10.10 |
|
p1, p2, p3, p4 |
| 33 |
11/18 |
Addition of X2 to alkenes. Stereochemistry of HX and X2addition. |
10.11-10.18 |
|
p1, p2, p3, p4 |
| 34 |
11/20 |
Alkenes |
10 |
|
p1, p2, p3, p4, p5 |
| 35 |
11/23 |
Alkenes |
10 |
|
p1, p2, p3, p4 |
| 36 |
11/30 |
Alkynes |
11 |
|
p1, p2, p3, p4 |
| 37 |
12/2 |
Alkynes |
11 |
12/2 Study Session
p1, p2, p3, p4 |
p1, p2, p3, p4, p5 |
| 38 |
12/4 |
Exam 4 |
9 (epoxide naming and rxns), 10 (except alkene naming and E/Z), 11 |
|
|
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