Courses:

Advanced Organic Chemistry >> Content Detail



Syllabus



Syllabus

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Description


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.



Prerequisites


5.13 (Organic Chemistry II)



Textbooks


Amazon logo Carey, F. A., and R. J. Sundberg. Advanced Organic Chemistry, Part A: Structure and Mechanisms. 4th ed. New York, NY: Springer, 2000. ISBN: 9780306462429.

Amazon logo Joule, J. A., and K. Mills. Heterocyclic Chemistry. 4th ed. Malden, MA: Blackwell Science, 2000. ISBN: 9780632054534.



Problem Sets


There will be eight problem sets, to be handed in.



Exams


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.



Grading


The grade for the course will be calculated based on the values given below.


ACTIVITIESWEIGHTS
Exams100 points each
Final exam200 points
Homework100 points total
Total possible points600 points



Calendar


The calendar below provides information on the course's lecture (L) and exam (E) sessions.


SES #TOPICSKEY DATES
L1-L4StereochemistryProblem set 1 out in Lec #3
L5-L7Elucidating reaction mechanisms

Problem set 1 due in Lec #6

Problem set 2 out in Lec #6

L8-L9Free radical reactionsProblem set 2 due in Lec #9
E1Exam 1
L10-L13Free radical reactions (cont.)Problem set 3 out in Lec #11
L14-L15Photochemistry

Problem set 3 due in Lec #14

Problem set 4 out in Lec #14

L15-L16Carbenes
L17Total synthesisProblem set 4 due
E2Exam 2
L18Total synthesis (cont.)
L19Intro to heterocycles/pyradineProblem set 5 out
L20Pyridine/directed metallation
L21Pyridine, quinoline (quinine), isoquinoline
L22-L23Pyrroles

Problem set 5 due in Lec #23

Problem set 6 out in Lec #23

L24-L25Azoles
L26-L27Indoles

Problem set 6 due in Lec #26

Problem set 7 out in Lec #26

L27-L29Brief intro to organometallic chemistry
L30Indoles/OM indoles

Problem set 7 due

Problem set 8 out

E3Exam 3
L31Furan, thiophene, polythiophene
L32Pyridazine, pyrimidine, pyrazine and related reading
L33Other important aromatic heterocycles
L34-L35Synthesis/chemistry of industrially imported heterocyclesProblem set 8 in Lec #34
L36Biosynthesis of heterocycles
E4Final exam

 








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