

| ORGANIC CHEMISTRY I | SYLLABUS |
FALL 2000 |
| Dr. Paul Schueler | Lecture/Recitation: |
Sec 01, 02: M 1:25-3:20 PM N328 |
| Office: S226 | Sec 01, 02: W 1:25-3:20 PM N110 | |
| Telephone: XT 8219 | Laboratory: |
Sec 01: T 1:30-5:20 PM S353 |
| email: pschuele@raritanval.edu | Sec 02: Th 1:30-5:20 PM S353 | |
Textbook: "Organic
Chemistry", L. G. Wade, Jr., 4th Edition, Prentice Hall, 1999.
| Class Date | Wade Chapter | Omit Sections |
| 9/11 | 1. Introduction and Review | 1-11 |
| 9/13, 18, 20 | 2. Structure and Properties of Organic Molecules | |
| 9/25, 27 | 3. Structure and Stereochemistry of Alkanes | |
| 10/2 | EXAM I: Chapters 1, 2, 3 | |
| 10/4, 9 | 4. The Study of Chemical Reactions |
4-15 |
| 10/11, 16, 18 | 5. Stereochemistry | 5-9 |
| 10/23, 25 | 6. Alkyl Halides: Nucleophilic Subst. and Elimination |
6-18-22 (see below) |
| 11/1 | EXAM II: Chapters 4, 5, 6 | |
| 10/30, 11/6 | 7. Structure and Synthesis of Alkenes; sections 6-18-22 | 7-11 |
| 11/8, 13, 15 | 8. Reactions of Alkenes |
8-15; 8-16 |
| 11/20, 22 | 10. Structure and Synthesis of Alcohols | 10-12 |
| 11/27, 29 | 11. Reactions of Alcohols | 11-11 |
| 12/4 | EXAM III: Chapters 7, 8, 10, 11 | |
| 12/6, 11, 13 | 12. Infrared Spectroscopy and Mass Spectrometry |
|
| 12/18 | Review | |
| 12/20 | FINAL EXAM Chapters 1-8, 10-12 |
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 20. 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 Wade
| Chapter 1: | 1-10, 12-18, 20, 22-28, 30, 31, 33-46. |
| Chapter 2: | 1-10, 12-21, 23-42. |
| Chapter 3: | 1-7, 9, 11-22, 24-29, 33-46. |
| Chapter 4: | 1-4, 7-23, 25-31, 33-42, 44-46, 48, 49. |
| Chapter 5: | 1-6, 9-32, 34-38, 39. |
| Chapter 6: | 1-3, 5-8, 10, 11, 13-19, 21-25, 27-48, 50-57, 59-67, 69-72, 76, 79, 84. |
| Chapter 7: | 1, 2, 4-9, 12-17, 20-34, 36-39, 41-43. |
| Chapter 8: | 1-11, 13-20, 22-32, 34-36, 40-45, 47, 48, 50-56, 59-62. |
| Chapter 10: | 1-5, 7, 8, 10-19, 22-25, 29-43, 46. |
| Chapter 11: | 1, 2, 4, 5, 7, 9-16, 20, 21, 28, 30-35, 37-50, 53-55. |
| Chapter 12: | 2-11, 14-16, 19-24. |
| Chapter 13: | 1-10, 18-40, 42, 44, 46. |
| ORGANIC CHEMISTRY I | LABORATORY SCHEDULE |
FALL 2000 |
| Dr. Paul Schueler | Sec 01: T 1:30-5:20 PM S353 |
| Sec 02: Th 1:30-5:20 PM S353 |
Textbook: "Organic Experiments", Eighth Edition, L. F. Fieser
and K. L. Williamson, Houghton Mifflin Co., 1998.
Laboratory Date Sec 01 Sec 02 |
Experiment (Fieser and Williamson) | |
9/12 |
9/14 |
Check in; 3. Crystallization |
| 9/19 | 9/21 | 3. Crystallization; 4. Melting Points (part 1) |
| 9/26 | 9/28 | 5. Distillation |
| 10/3 | 10/5 | 8. Extraction (parts 1 & 2) |
| 10/10 | 10/12 | 8. Extraction (parts 3 & 4) |
| 10/24 | 10/19 | 41. Acetylsalicylic Acid (Aspirin) |
| 10/31 | 10/26 | 17. Nucleophilic Substitution Reactions of Alkyl Halides |
| 11/7 | 11/2 | Handout: Kinetics of the Hydrolysis of t-Butyl Chloride |
| 11/14 | 11/9 | 11. Alkenes from Alcohols: Analysis of a Mixture by Gas Chromatography |
| 11/21 | 11/16 | 21. Dichlorocarbene: Phase Transfer Catalysis (part 3) |
| 11/28 | 11/30 | 38. Grignard Synthesis of Triphenylmethanol |
| 12/5 | 12/7 | 6. Steam Distillation (part 3); 12. Infrared Spectroscopy |
| 12/12 | 12/14 | 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.