Chem 647 - Spring 2000
Instructor: H. J. Reich, Room 6311 Chemistry. (Tel: 262-5794), with guest appearances by Burke, Kiessling, Nelsen, and Zimmerman.
Location and Time: Room B317, Chemistry, 7:30 PM every Thursday except the first Thursday of each month (Feb. 3, March 2, April 6 and May 4) which are reserved for Organic Chemistry Cumulative Examinations.
Reading:
Paul H. Scudder, Electron Flow in Organic Chemistry, QD251.2 S39 1992
Audrey Miller, P. H. Solomon Writing Reaction Mechanisms in Organic Chemistry,
QD251.2 M53 1992.
General Organic Chemistry Books:
Carey and Sundberg, Advanced Organic Chemistry Parts A and B - Structure and Mechanism,
Synthesis.
J. J. Stowell, Intermediate Organic Chemistry. Fairly general overview.
R. C. Larock, Comprehensive Organic Transformations, A Guide to Functional Group
Preparations.
J. March, Advanced Organic Chemistry, Reactions, Mechanisms and Structure. An encyclopedic
listing of organic reactions as well as general chapters on bonding, stereochemistry, reactive
intermediates, photochemistry.
Web:
Named Reactions:
orgchem.chem.uconn.edu/namereact/named.html
home.ici.net/~hfevans/reactions.html
Named Rules and Effects:
www.chem.wisc.edu/areas/reich/handouts/NameEffect/effects3.htm
pKa Table:
www.chem.wisc.edu/areas/reich/pkatable/index.htm
Organic Nomenclature Links:
Class names:
www.chem.qmw.ac.uk/iupac/class/
Physical Organic Terms:
www.chem.qmw.ac.uk/iupac/gtpoc/cont.html
Heterocycles:
www.chem.qmw.ac.uk/iupac/hetero/HW.html
Carbohydrates:
www.chem.qmw.ac.uk/iupac/2carb/
Steroids:
www.chem.qmw.ac.uk/iupac/steroid/
Stereochemistry:
www.chem.qmw.ac.uk/iupac/stereo/
Course Structure: Each week a problem set will be handed out. There may be a short lecture on issues that come up in the problem set. The following week members of the class will present their solutions to the group. Everyone in the course must participate. Answers may be placed on the blackboards in room B317 after 5:30 PM on Thursday.
Course Outline:
Reich: Jan. 27, Feb. 10, 17, 24; March 9, 23, 30. Topics: acids/hydroxyl activation,
bases/nucleophiles/carbanions, oxidation/reduction, orbital
symmetry/rearrangements/cycloadditions, ylids/diazo/carbenes, stereochemistry.
Burke: April 13 (handed out March 30), Topics: general.
Kiessling: April 20 (handed out April 13), Topics: general.
Nelsen: April 27 (handed out April 20), Topics: general, name reactions.
Zimmerman: May 11 (handed out April 27), Topics: general.
Office Hours: Thursday 1:30 P.M.
Problem Sets
Warm-up Problem Set
Problem Set 1
Problem Set 2
Problem Set 3
Problem Set 4
Problem Set 5
Problem Set 6
