Spring 2023 - CHEM 381 D100
Intermediate Organic Chemistry (4)
Class Number: 2454
Delivery Method: In Person
Course Times + Location:
Mo 10:30 AM – 12:20 PM
AQ 5036, Burnaby
We 10:30 AM – 11:20 AM
AQ 5036, Burnaby
1 778 782-5654
Prerequisites:CHEM 380 with a minimum grade of C-.
An intermediate level course in modern organic chemistry, including both theoretical design of synthetic routes and practical training in the laboratory. The central topics to be discussed include methods to form carbon-carbon bonds, use of organometallic reagents, asymmetric synthesis, pericyclic reactions, the use of enzymes in organic synthesis, and the automation of synthetic organic chemistry. Quantitative.
Please note, this course outline was accurate at the time of publication but is subject to change.
Mode of Teaching:
3 lecture hours/week and 1 tutorial hour/week for 9 weeks; 4 lab hours/week for 12 weeks
Lecture: In-person at Burnaby campus (Monday, 10:30-12:20 & Wednesday, 10:30-11:20)
Laboratory: In-person at Burnaby campus (Tuesday, 13:30-17:20)
Tutorial: In-person at Burnaby campus (Wednesday, 11:30-12:20)
General Course Description:
This is an intermediate level course in modern organic chemistry. A historical description of the subject will be presented and basic functional group interconversion reactions will be reviewed. The central topics to be discussed include methods to form carbon-carbon bonds, organometallic reagents, asymmetric synthesis, pericyclic reactions, the use of enzymes in organic synthesis, and the automation of synthetic organic chemistry. The design of synthetic routes to prepare organic compounds will be introduced and illustrative examples given. The course includes a laboratory component that is designed to provide practical training in synthetic organic chemistry.
Week 1. Historical perspective, chemical literature and database searches, review of basic functional group interconversions.
Week 2. Carbon-carbon bond forming reactions.
Week 3. Organometallic reagents.
Week 4. Asymmetric synthesis.
Week 5. Pericyclic reactions.
Week 6. Enzyme-mediated and automated organic synthesis.
Weeks 7-8. Introduction to the design of synthetic routes (retrosynthetic analysis), protecting groups, linear and convergent synthesis.
Week 9. Course review.
- Midterm Exam 10%
- Final Exam 40%
- Laboratory 50%
MATERIALS + SUPPLIES:
- Lab coat and safety glasses/goggles.
ON RESERVE AT THE LIBRARY:
- Francis A. Carey & Richard J. Sundberg. Advanced Organic Chemistry: Part A. Structure and Mechanisms. 4th Edition. 2000. Part B. Reactions and Synthesis. 5th Edition. 2007. Publisher: Springer.
- Michael B. March. Advanced Organic Chemistry: Reactions, Mechanisms, and Structure. 6th Edition. 2007. Publisher: Wiley-Interscience.
- E. J. Corey & Xue-Min Cheng. The Logic of Chemical Synthesis. 1995. Publisher: Wiley-Interscience.
- Stuart Warren. Designing Organic Syntheses: A Programmed Introduction to the Synthon Approach. 1978. Publisher: Wiley.
- Stuart Warren. Organic Synthesis: The Disconnection Approach. 1982. Publisher: Wiley.
- Fuhrhop & Penzlin. Organic Synthesis: Concepts, Methods, Starting Materials. VCH. 1994.
- Nicolaou & Sorensen. Classics in Total Synthesis. VCH. 1996.
Pavia, Lampman, Kriz, & Engel. Introduction to Organic Laboratory Techniques: A Microscale Approach. 4th Edition. 2006. Publisher: Cengage Learning.
Contains information about laboratory safety. Copies will be available in the lab.
REQUIRED READING NOTES:
Your personalized Course Material list, including digital and physical textbooks, are available through the SFU Bookstore website by simply entering your Computing ID at: shop.sfu.ca/course-materials/my-personalized-course-materials.
Department Undergraduate Notes:
A grade of C- or better is required for all prerequisite courses.
ACADEMIC INTEGRITY: YOUR WORK, YOUR SUCCESS
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