No |
Date |
Topics |
Chapter in Klein |
PowerPoint or
Models |
| 1 |
8/27 |
The
structural theory. Lewis and line-bond
structures.
|
1
|
|
| 2 |
8/29 |
Drawing
line-bond structures by reference to normal
valencies of elements. Formal Charge. Isomerism.
|
1
|
|
| 3 |
8/31 |
VSEPR
Theory and Molecular Polarity. |
1
|
|
| |
9/3 |
No Class - Labor Day Holiday |
|
|
| 4 |
9/5 |
Valence bond theory. Hybrid
orbitals. Pi and Sigma bonds. |
1
|
|
| 5 |
9/7 |
Intermolecular forces and
physical properties. Condensed and
skeletal structures. Constitutional isomers.
|
1, 2
|
|
| 6 |
9/10 |
Carbanions, carbocations, and carbon radicals. Resonance theory of bonding.
|
2
|
|
| 7 |
9/12 |
Functional group families. Naming alkanes and
finding isomers. |
2, 4
|
|
| 8 |
9/14 |
Acid/base
reactions. Predicting acidity: The ARIO method.
|
3
|
|
| 9 |
9/17 |
C-13
NMR |
16
|
|
| 10 |
9/19 |
Acids and bases. Part II. Predicting equilibrium position. Predicting Basicity. Neutral bases.
|
4
|
|
| 11 |
9/21 |
Finding the constitutional isomers of C6H10. Naming of alkynes, dienes, cycloalkenes, and bicycloalkanes. |
4
|
|
| 12 |
9/24 |
Processing C-13 NMR data. Use of JEOL Delta Software. Cis/trans isomerism. |
4
|
|
| 13 |
9/26 |
Proton
NMR. |
3
|
PowerPoint
|
| |
9/28 |
Exam
1- Version A | Version B |
1-4, 16
|
|
| 14 |
10/1 |
Equilibrium
constants and free energy, enthalpy, and entropy. Using BDEs.
|
6
|
|
| 15 |
10/3
|
Kinetics
and Collision Theory. Electrophiles and Nucleophiles.
|
6
|
|
| 16 |
10/5 |
Transition State
Theory and the Hammond Postulate. Mechanisms
of nucleophilic substitution; SN2
vs SN1. Structural effects on rate; steric effects (SN2) vs carbocation stability (SN1)
|
6, 7
|
|
| 17 |
10/8
|
SN2
- Effect of leaving group ability. Effect of nucleophile strength. Effect of solvent. |
7
|
|
| 18 |
10/10 |
SN1- Effect of leaving group ability. Effect of nucleophile strength. Effect of solvent. Carbocation rearrangements. |
7
|
|
| 19 |
10/12 |
Properties
of enantiomers. Optical activity and specific rotation. Racemic
mixtures. Optical purity and enantiomeric excess. Stereochemistry of SN2 and SN1 reactions. |
5, 7
|
|
| 20 |
10/15 |
SN2 reactions in
synthesis. Using alcohols as starting materials. Thionyl chloride. Tosylates. |
7, 13
|
|
| 21 |
10/17 |
Mass spectrometry. Diisoptopic elements, the nitrogen rule, types of fragmentation reactions.
|
15
|
PowerPoint
|
| 22 |
10/19 |
SN2 vs SN1
mechanism. Predicting which will occur.
|
7
|
|
| 23 |
10/22 |
Chiral compounds that do not contain chiral carbons. High resolution MS. Solving spectroscopy problems: calculating r + db. |
5, 15, 16
|
|
| 24 |
10/24 |
Stereoisomerism and naming of alkenes; cis/trans vs E/Z designations.
|
8
|
|
| |
10/26 |
|
5-7, 15 (IR), 16 (H NMR)
|
|
| 25 |
10/29 |
1,2-Elimination
of Alkyl Halides. The E1, E2, and E1cb
mechanisms. E2 reactions and Zaitsev's
rule. |
8
|
|
| 26 |
10/31 |
Stereochemistry of E2
reactions. |
8
|
|
| 27 |
11/2 |
Bases
used for E2 reactions. Predicting the reaction and
mechanism. SN2, E2, or SN1/E1.
|
8
|
|
| 28 |
11/5 |
Addition of HX and X2 to alkenes. Stereochemistry of HX and X2addition. |
9
|
|
| 29 |
11/7 |
Hydration of alkenes. |
9
|
|
30
|
11/9 |
More reactions of alkenes; halohydrin formation, alkoxymercuration-reduction, anti-hydroxylation, syn-hydroxylation, hydrogenation. |
9
|
|
| |
11/12 |
No Class - Veterans Day |
|
|
| |
11/14 |
Exam 3
|
8-9, 15 (MS)
|
|
| 31 |
11/16 |
Reactions of Alkynes. HX and X2 addition. |
10
|
|
| 32 |
11/19 |
Reactions of Alkynes. Hydration and Hydrogenation. |
10
|
|
| 33 |
11/26 |
Reactions of Alkynes. Reduction and Oxidation Reactions. |
10
|
|
| 34 |
11/28 |
Preparation of Alkynes. Multi-step Synthesis. |
10
|
|
| 35 |
11/30 |
Radicals. Radical
Chain Reactions. Halogenation of Alkanes. |
11
|
|
| 36 |
12/3 |
Radical
Chain Reactions; HBr Addition to Alkenes. |
11
|
|
| 37 |
12/5 |
Radical Reactions in Synthesis. |
11
|
|
| 38 |
12/7 |
Radical
Reactions in Biological Systems. Polymers. |
11
|
|
|
12/10
|
Exam 4 |
10-11
|
|