Organic Chemistry I
Course Syllabus
Fall 2007
  Revised:  12-10-07 

Date
Chapter(s)
Section(s)
Lecture Topic
Homework Problems
9/4
Chapter 1
1.1-1.3; 1.5-1.6; 1.15
Atomic Orbitals;  Ionic & Covalent Bonding; Valence Bond Theory; Formal Charges; Dipole Moment and Polarity; Non-Covalent Interactions
Lecture Outline:  Chapter 1 & 7

1.2; 1.6; 1.9; 1.12; 1.72; 1.73;
1.76; 1.78
9/6
Chapter 1
1.4; 1.7-1.14
 Hybridization of Carbon, Nitrogen & Oxygen;
Hybridization Handout
(updated: 9-13-07 5:15pm)
Drawing Organic Molecules 
Lecture Outline:  Chapter 1 & 7

1.21; 1.31; 1.69; 1.70; 1.77; 1.83; 1.86
1.14; 1.15; 1.18; 2.11
9/11
Chapter 3
Chapter 2

3.1
2.1-2.9

 Isomers of Organic Molecules;
Nomenclature; Physical Properties of Functional Groups
Lecture Outline:  Chapter 2
Lecture Outline Chapter 3 & 6

2.3; 2.5; 2.6; 2.7; 2.9; 2.14; 2.17
9/13
Chapter 2
Chapter 3

3.1
2.1-2.9

Degree of Unsaturation; Isomers of Organic Molecules;
Nomenclature; Physical Properties of Functional Groups
Lecture Outline:  Chapter 2


3.3; 3.45
2.19; 2.21; 2.22; 2.23; 2.26

  9/18
Chapter 2
Chapter 3
2.1-2.9
3.2-3.3
Nomenclature; Physical Properties of Functional Groups
Lecture Outline:  Chapter 2
  Functional Group Handout 

2.28; 2.30; 2.46; 2.53; 2.69

9/20
Chapter 2
Chapter 3
Chapter 6
2.1-2.9
3.2-3.3
6.4
Nomenclature; Physical Properties of Functional Groups
Lecture Outline:  Chapter 2
Definition & Structure of Alkenes & Alkynes
Lecture Outline Chapter 3 & 6

3.4; 3.5; 3.7; 3.10; 3.11; 3.12; 6.8

9/25
Chapter 3
Chapter 6
3.4, 3.5
6.1, 6.4
Nomenclature; Physical Properties of Functional Groups
Stability of Alkenes; 
Stereochemistry of Alkenes
Lecture Outline Chapter 3 & 6
 
3.35; 3.40; 3.42; 3.44; 3.46; 4.50; 6.3; 6.4; 6.5;
EXAM 1
Thursday, September 27, 2007
  Exam 1 Review 
10/2
Chapter 2
Chapter 3
Chapter 6
3.4, 3.5
6.1, 6.4
Nomenclature; Physical Properties of Functional Groups (alkyl halides, alochols, amines, ethers) Alkynes; Stability of Alkenes; 
Stereochemistry of Alkenes
2.50; 2.54; 3.35; 3.40; 3.42; 3.44; 3.46;
6.25; 6.27
10/4
Chapter 1
Chapter 7
1.16; 1.18-1.21, 1.24
7.9
Acids & Bases; Resonance and Substituent Effects on pKa of Acids & Bases
Lecture Outline:  Chapter 1 & 7

1.58; 1.66
1.57;  7.4; 7.7; 7.11
10/11
Chapter 1
Chapter 7
1.16; 1.18-1.21, 1.24
7.9
Acids & Bases; Resonance and Substituent Effects on pKa of Acids & Bases
Lecture Outline:  Chapter 1 & 7

7.40; 7.41; 7.45; 7.47; 1.36
10/16
Chapter 1
Chapter 7
1.16; 1.18-1.21, 1.24
7.9
Acids & Bases; Hendersohn-Hasselbach and
Percent Ionization
Lecture Outline:  Chapter 1 & 7

1.39; 1.46; 1.53; 1.59; 1.63
10/18
Chapter 1
Chapter 7
1.16; 1.18-1.21, 1.24
7.9
Acids & Bases; Hendersohn-Hasselbach and
Percent Ionization
Lecture Outline:  Chapter 1 & 7
 
1.81; 1.82; 1.100
10/23
Chapter 2
2.10-2.11
Stereochemistry:  Conformers and Configurational Isomers; Newmann Projections
Lecture Outline:  Chapter 2
2.32a; 2.33a-c;; 2.58; 2.48
10/25
Chapter 2
2.10-2.11
Conformers of Straight and Branched Alkanes; Cycloalkanes: 
Structure, Nomenclature and Ring Strain
Lecture Outline:  Chapter 2
2.46a 9-11; 2.48; 2.58

10/30
Chapter  2
2.12-2.14
Conformers of Mono- & Disubstituted Cyclohexanes;
Conformational Analysis of Cyclohexanes
Lecture Outline:  Chapter 2

2.36; 2.39; 2.40; 2.43; 2.59; 2.62; 2.65; 2.68; 2.71
EXAM  2
Thursday, November 1, 2007
  Exam 2 Review 
11/6
Chapter 2
2.12-2.14 Conformers of Mono- & Disubstituted Cyclohexanes;
Conformational Analysis of Cyclohexanes
Drawing Chair Conformations and Conformational Analysis
Lecture Outline:  Chapter 2
2.36; 2.39; 2.40; 2.41; 2.43; 2.44; 2.55; 2.59; 2.62; 2.65; 2.68; 2.71
11/8
Chapter 5
5.5-5.7
Identifying Chirality in Organic Molecules 
Enantiomers & Diastereomers; Cahn-Ingold-Prelog (CIP) Method
Lecture Outline:  Chapter 5
5.5; 5.8a; 5.10; 5.13; 5.14; 5.26; 5.27; 5.59; 5.62; 5.63; 5.65; 5.67; 5.75; 5.87
11/13
Chapter 5
5.7; 5.10
 Designation of Stereochemistry, Optical Rotation & Activity, Enantiomeric Excess; Diastereomers & Meso Compounds
Lecture Outline:  Chapter 5
5.13; 5.15; 5.18; 5.19; 5.21; 5.24; 5.25; 5.30; 5.34; 5.36; 5.39; 5.61; 5.72; 5.79; 5.82; 5.94
11/15
Chapter 5
Chapter 21
5.15; 21.2
 Designating Stereochemistry by the Fisher Method, Converting Between Fisher Projections and Tetrahedral Structures
Lecture Outline:  Chapter 5

5.8b; 5.11; 5.29; 5.33; 5.40; 5.71; 21.3; 21.4
11/20
Chapter 3
Chapter 11
3.6
11.1-11.2
Reaction Mechanisms: Using the Curved Arrow Convention; Radical & Polar Reactions; Electrophilic Additions; Reaction Energy Diagrams: 
Lecture Outline Chapter 3 & 6

3.16; 3.18; 3.19; 3.31; 11.1
Thanksgiving Break-No Class
11/27
Chapter 4
Chapter 3

4.1-4.4
3.8

Reactions of Alkenes & Alkynes: Electrophilic Additions; Stereochemistry and Regiochemistry; Reaction Energy Diagrams: 
Reactants, Transition States, Reaction Intermediates & Products
Lecture Outline:  Chapter 4 & 6
Lecture Outline Chapter 3 & 6

4.3; 4.5; 4.15; 4.22; 4.37; 4.38; 4.45; 4.51; 4.54; 4.56
3.26; 3.41; 3.50
TBA
Chapter 4
Chapter 5 
4.4; 5.18-5.19
Reactions of Alkenes & Alkynes: Electrophilic Additions
Stereochemistry and Regiochemistry
Lecture Outline:  Chapter 4 & 6
5.64a1; 5.70a-c; 4.6; 4.7; 4.9; 4.10; 4.12; 4.13; 4.22;
TBA
Chapter  3
3.7
Equilibria in Organic Reactions (Thermodynamics); Rates of  Organic Reactions (Kinetics); Equilibria & Reaction Rates:  Hammond Postulate
Lecture Outline Chapter 3 & 6
3.20; 3.21; 3.25; 3.51

EXAM 3

Thursday, November 29, 2007
12/4
Chapter 4
Chapter 6
4.5; 4.7-4.8;
4.10-4.11
6.6-6.9
Reactions of Alkenes & Alkynes: 
Electrophilic Additions; Rates of  Organic Reactions (Kinetics); Equilibria & Reaction Rates:
Lecture Outline:  Chapter 4 & 6
4.3; 4.5; 4.6; 4.28; 4.30; 4.42; 4.46; 4.60;
6.28; 6.36; 6.40
12/6
Chapter 11
11.1-11.5; 11.8
Radical Reactions of Alkanes and Allylic Sites; Radical Reactions of Alkenes
Lecture Outline:  Chapter 4 & 6
11.20; 11.22; 11.24; 11.29; 11.32
12/11
Chapter 4
Chapter 8
4.5; 4.7-4.8;
4.10-4.11
8.1-8.11
 Reactions of Alkenes & Alkynes: 
Electrophilic Additions; Nucleophilic Substitutions:  SN1 & SN2
Lecture Outline:  Chapter 8 & 10
4.9; 4.10; 4.11, 4.12, 4.13; 4.22; 4.23; 4.37; 4.38; 4.54; 4.56; 6.10; 6.12; 6.1; 6.17
8.3; 8.6; 8.8; 8.11; 8.14; 8.19; 8.25; 8.39; 8.42; 8.45
12/13
Chapter 9
Chapter 10
10.4
9.8-9.9
Substitutions:  SN1 & SN2; Eliminations:  E1 & E2
Lecture Outline:  Chapter 9 & 10
9.3; 9.4; 9.6; 9.10; 9.12; 9.15; 9.16
Final Exam
Monday, December 17, 2007
1:00-4:00pm