Fall 2008
Lecture Tuesdays, 7-10 PM in BrL 207
Professor Joseph M. Fox
272 Brown Labs
302-831-0191
jmfox@udel.edu
Office hours: Tuesdays, 6-7 pm; or by appointment
(contact by email)
It is not required to purchase a textbook for this
course. All required reading will be assigned as primary
literature references, or will be posted as a handout. However,
those pursuing a career in organic chemistry might consider investing
in one or more of the following:
• Richard Larock, Comprehensive Organic
Transformations
• Jerry March, Advanced Organic Chemistry
• Greene and Wuts, Protective Groups in Organic
Synthesis
• Eliel and Wilen, Stereochemistry of Organic
Compounds
The textbooks above will be available on reserve in
the chemistry library.
Models:
A Molecular Model Set is required.
Databases:
Some common chemical
databases listed below.
• Beilstein
Commander, accessible from computers in the chemistry
library. Alternatively, you can download
the software and access the database from a campus connection on
your own computer. Note, if you complete the installation but are
still unable to access the data base, make sure that the crossfire
group name is "uni-del". You do this from the Commander window:
under the pulldown menu "Options", select "Change the group
name". Type "uni-del"
• Web of Science is
accessible through the web from any campus connection. No
software required.
• SciFinder Scholar
accessible from computers in the chemistry
library. Alternatively, you can download
the software and access the database from a campus connection on
your own computer.
• Synthesis
Reviews is an impressive database of references to over 16,000
reviews pertaining to organic synthesis. The database was
compiled by Prof. Philip Kocienski at Leeds. The database can be
downloaded as a textfile, but it is most useful using the EndNote
biblographic management program. A computer with the EndNote
program and the Kocienski database will be made available in the
Chemistry Library.
Links and
Resources
Chemical Database Searching Tutorials. The Beilstein
handouts are now out of date because of a new software interface, but
the basics techniques for performing searches still apply once you get
used to the new interface
.
• Handout
1: Science Citation Searching
using ISI Web of Science
• Handout
2: Introduction to structure
searching on Beilstein
Commander
• Handout
3: Introduction
to substructure
searching on Beilstein
Commander
• Handout
4:
Introduction to Reaction searching with substructures on Beilstein
commander
• Handout 5:
Introduction to Reaction searching for functional group tolerance on
Beilstein commander
• Handout 6: Functional
Group mapping using Beilstein
Powerpoint presentations:
• IR handout
• Mass Spec and
UV-Vis handout
Grading
There will be a midterm and a final exam (each 50% of the grade). All exams will be open book, open notes. Molecular models are also allowed during exams.
Weekly problem sets will be collected.
Any requests
for regrades must be made in writing.
Notecards
It is strongly recommended that everyone invest in a set of
index cards to keep track of literature references for useful
tranformations. Strategies for keeping track of references will
be discussed in class.
Handouts, Problem
Sets, etc
Handouts/Literature References (pdf files): 1
2
3
4
5
6
7
8
9
Handouts/Literature References (Word files): 1
2
3
4
5
6
7
8
9
Problem Sets : PrePS
1 2 3 4 5 6 7 8
Problem Set Answers: PrePS
1
2
3 4 5 6 7 8
OLD EXAMS
2004S Exams: 1
2
3
2004S Exam Answers: 1
2
3
Problem sets will be posted each
week by Thursday, and will be due on the following Tuesday.
Week 1: Sept 9
Topics: Introduction to the course; C-1 homologation;
organometallic coupling; 1,2 addition
Week 2: Sept 16
Topics: oxidation; C-2 homologation; enolate alkylation
Week
8: October 28
Topics:
alkene preparation, alkyne preparation and reactions
Review Exam 1
Week 9: Nov 4
NO CLASS, ELECTION DAY
Week 10: Nov 11
conjugate addition, cyclopropane formation