Course Meeting Times
Lectures: 3 sessions / week, 1 hour / session
This course deals with the application of structure and theory to the study of organic reaction mechanisms: stereochemical features including conformation and stereoelectronic effects; reaction dynamics, isotope effects and molecular orbital theory applied to pericyclic and photochemical reactions; and special reactive intermediates including carbenes, carbanions, and free radicals.
5.13 (Organic Chemistry II)
Carey, F. A., and R. J. Sundberg. Advanced Organic Chemistry, Part A: Structure and Mechanisms. 4th ed. New York, NY: Springer, 2000. ISBN: 9780306462429.
Joule, J. A., and K. Mills. Heterocyclic Chemistry. 4th ed. Malden, MA: Blackwell Science, 2000. ISBN: 9780632054534.
There will be eight problem sets, to be handed in.
There will be three exams worth 100 points each given during the term and a cumulative final exam worth 200 points given during final exam period.
The grade for the course will be calculated based on the values given below.
|Exams||100 points each|
|Final exam||200 points|
|Homework||100 points total|
|Total possible points||600 points|
The calendar below provides information on the course's lecture (L) and exam (E) sessions.
|SES #||TOPICS||KEY DATES|
|L1-L4||Stereochemistry||Problem set 1 out in Lec #3|
|L5-L7||Elucidating reaction mechanisms|| |
Problem set 1 due in Lec #6
Problem set 2 out in Lec #6
|L8-L9||Free radical reactions||Problem set 2 due in Lec #9|
|L10-L13||Free radical reactions (cont.)||Problem set 3 out in Lec #11|
Problem set 3 due in Lec #14
Problem set 4 out in Lec #14
|L17||Total synthesis||Problem set 4 due|
|L18||Total synthesis (cont.)|
|L19||Intro to heterocycles/pyradine||Problem set 5 out|
|L21||Pyridine, quinoline (quinine), isoquinoline|
Problem set 5 due in Lec #23
Problem set 6 out in Lec #23
Problem set 6 due in Lec #26
Problem set 7 out in Lec #26
|L27-L29||Brief intro to organometallic chemistry|
|L30||Indoles/OM indoles|| |
Problem set 7 due
Problem set 8 out
|L31||Furan, thiophene, polythiophene|
|L32||Pyridazine, pyrimidine, pyrazine and related reading|
|L33||Other important aromatic heterocycles|
|L34-L35||Synthesis/chemistry of industrially imported heterocycles||Problem set 8 in Lec #34|
|L36||Biosynthesis of heterocycles|