

| ORGANIC CHEMISTRY I | SYLLABUS |
FALL 2001 |
| Dr. Paul Schueler | Lecture/Recitation: |
Sec 01: MW 1:25-3:20 PM S018 |
| Office: S226 | ||
| Telephone: XT 8219 | Laboratory: |
Sec 01: Th 1:30-5:20 PM S353 |
| email: pschuele@raritanval.edu | ||
Textbook: "Organic
Chemistry", John McMurry, 5th Edition, Brooks/Cole, 2000.
| Class Date | McMurry Chapter | Omit Sections |
| 9/10, 12 | 1. Structure & Bonding | |
| 9/17, 19 | 2. Polar Bonds & Their Consequences | |
| 9/24, 26 | 3. Organic Compounds: | |
| 10/1, 3 | 4. Stereochemistry of Alkanes & Cycloalkanes | |
| 10/8 | EXAM I: Chapters 1, 2, 3, 4 | |
| 10/10, 15 | 5. An Overview of Organic Reactions | |
| 10/17, 22 | 6. Alkenes: Structure & Reactivity | |
| 10/24, 29 | 7. Alkenes: Reactions & Synthesis | |
| 10/31 | 8. Alkynes: An Introduction to Organic Synthesis |
8.7 |
| 11/5 | EXAM II: Chapters 5, 6, 7, 8 | |
| 11/7, 12, 14 | 9. Stereochemistry | |
| 11/19 | 10. Alkyl Halides |
10.9 |
| 11/21, 26, 28 | 11. Reactions of Alkyl Halides: Nucleophilic Substitutions & Eliminations |
|
| 12/3 | EXAM III: Chapters 8, 9, 10, 11 | |
| 12/5, 10, 12 | 13. Structure Determination: Nuclear Magnetic Resonance Spectroscopy | 13.6 |
| 12/17 | Review | |
| 12/19 | FINAL EXAM Chapters 1-11, 13 |
Please read the material in the textbook before coming to class. Suggested problems will
be discussed during the recitation periods. Three exams will be given during the semester,
on the dates indicated. In addition, there will be a cumulative Final Exam, tentatively
scheduled for December 19. Sample exams will be handed out and discussed prior to the
exams. It is very important that you not fall behind in this course! Studying with your
classmates, either in study groups or informally, is very helpful. I will be glad to
assist you in setting up study groups. Your grade for the course will be determined as
follows:
| Exams (15% each): | 45% |
| Final Exam : | 30% |
| Laboratory : | 25% |
Assigned Problems in McMurry
| Chapter 1: | 1-17, 21-30, 33-37, 39, 41-43, 52, 53. |
| Chapter 2: | 1-20, 23-31, 34-48, 52-56, 58, 61-64. |
| Chapter 3: | 1-21, 23-26, 28-34, 38-42, 44-49, 52, 53, 56-58. |
| Chapter 4: | 1-5, 7-21, 25-28, 30-43, 47, 50-55, 58, 59, 62. |
| Chapter 5: | 1-9, 11-16, 18-37, 41-44, 48, 49, 51. |
| Chapter 6: | 1-21, 24-35, 37-44, 46-52, 56-59. |
| Chapter 7: | 1-5, 7-10, 12-14, 17, 20, 23, 24, 25(b,c,d), 26(a-c,f), 34-36, 38, 40-42, 45-50, 53, 54, 60, 61. |
| Chapter 8: | 1-7, 9-14, 16-26, 32-37, 39, 44, 45, 47-49, 50-56, 59. |
| Chapter 9: | 1-4, 6-15, 17-30, 35-63, 66-73, 75-78, 82, 83. |
| Chapter 10: | 1-11, 13-23, 24(a-e), 25-35, 38-40, 44-48. |
| Chapter 11: | 1-20, 23, 25-40, 42-50, 52-54, 57-60, 66, 70. |
| Chapter 13: | 3, 4, 6-8, 12-20, 22, 23, 25, 29-31, 33-42, 44-54, 61, 65, 66. |
| ORGANIC CHEMISTRY I | LABORATORY SCHEDULE |
FALL 2001 |
| Dr. Paul Schueler | Sec 01: Th 1:30-5:20 PM S353 |
Textbook: "Organic Experiments", Eighth Edition, L. F. Fieser
and K. L. Williamson, Houghton Mifflin Co., 1998.
|
Lab Date |
Experiment (Fieser and Williamson) |
| 9/13 | Check In; 3. Crystallization |
| 9/20 | 3. Crystallization; 4. Melting Points (part 1) |
| 9/27 | 8. Extraction (parts 1 & 2) |
| 10/4 | 8. Extraction (parts 3 & 4) |
| 10/11 | 41. Acetylsalicylic Acid (Aspirin) |
| 10/18 | 9. Thin Layer Chromatography (parts 1 & 2) |
| 10/25 | 11. Alkenes from Alcohols: Analysis of a Mixture by Gas Chromatography |
| 11/1 | 25. Catalytic Hydrogenation |
| 11/8 | 21. Dichlorocarbene: Phase Transfer Catalysis (part 3) |
| 11/15 | 17. Nucleophilic Substitution Reactions of Alkyl Halides |
| 11/29 | Handout: Kinetics of the Hydrolysis of t-Butyl Chloride |
| 12/6 | 13. Nuclear Magnetic Resonance Spectroscopy |
| 12/13 | Make-up and Checkout |
You must read the Experiment before coming to the laboratory. Your laboratory grade
(which constitutes 25% of the overall course grade), will be determined by your results,
your lab notebook, and your general performance in the laboratory.