Fall 2002
Lecture MWF, 10:10-11 AM in 101 Brown Labs
Professor Joseph M. Fox
272 Brown Labs
302-831-0191
jmfox@udel.edu
Office hours: Mondays, 11-12; Wednesdays, 3-4; or by appointment
Final Additions:
Answers to the final exam are posted. Any requests
for regrades must me made in writing.
A list of tutors is available outside of my office. Also, free small group tutoring is available at the Academic Services Center, George Evans House, 5 West Main Street. 831-2805. The answers to PS 5 have been posted
Note: This
syllabus will be updated weekly— check it frequently. Reading
assignments will be added, homeworks and answer keys will be linked.
Prof.
Taber's course page from previous years will be an important resource
for old practice exams, homeworks, etc.
Textbooks:
Organic Chemistry, Vollhardt and Schore, 4th Edition
Organic Chemistry Study Guide, Schore
A Molecular Model Set is also required
Grading
There will be three hour exams (each worth 20% of the grade) and a final (worth 30% of the grade). All exams will be open book, open notes. Molecular models are also allowed during exams.
Weekly homework assignments will be collected and will
count for the remaining 10% of the grade.
Syllabus:
Week 1: (Wednesday September 4). Reading assignment: Vollhardt and Schore (V&S), Ch 1
structure and bonding of organic compounds; Lewis dot structures, hybridization, electronegativity
Homework
#1due Monday, September 9th. Answers
Week 2: (Monday September 9th) Reading assignment: V&S, Ch 2;Ch 4. nomenclature handout and reading from V&S cited therein
free energy diagrams; organic functional groups; IUPAC nomenclature, conformational analysis, chair cyclohexane, Newman projections
LINKS:
chair cyclohexane--
some online visualization aids
http://nords.com/samples/#ochem
http://www.chem.arizona.edu/courses/chem242/movies/conf.html
(I'm not sure what
language this is written in, but go to the bottom of the page for good
chair pictures. . .)
http://inhavision.inha.ac.kr/~leecg/bbs/orgchem/oc02-aa.htm
IUPAC
practice--Download ChemSketch and the IUPAC plugin.
Draw a structure (try to name it yourself), and use the pull-down menu
to have the
computer generate a name. They will ask for an email address.
Homework
#2 due Monday September 16th Answers
Week 3: (Monday September 16th). Reading: Ch 5
Fischer projections, Newman projections, R vs. S, diastereomers, enantiomers, more IUPAC names
Homework
#3 due on Monday September 23 Answers
Week 4: (Monday September 23rd), Reading: Chapters 3 in V&S. Take note of Tables 3-1 and 3-2 on pages 96-97. Also, Read pgs 574-575. in addition to reading see additional handout on Taber's website: Bu3SnH
homolytic vs. heterolytic; free-radical halogenation, bond-forming, bond-cleaving reactions
Homework
# 4 due on Monday September 30 Answers
Week 5: (Monday September 30th)
Review for exam. Be sure to read the handouts.
first radical handout
second radical handout
Wednesday: being your questions!
Friday Oct 4th Exam
#1 ; Answers
Week 6: (Monday October 7st) Reading Ch 6. In addition read pg 337-342
SN2 reactions.
New Links: Sn2 visualization tools
this one is pretty good
http://www.fatburen.org/chemlibris/chemlibris/download.html
these are also good
http://www.colby.edu/chemistry/OChem/DEMOS/Substitution.html
http://www.chemistry.mcmaster.ca/courses/2oa3/movies/sn2sm.mov
also see
http://chemistry.berkeley.edu/links/mpg_files/sn2.mpg
this one is funny if not helpful
http://jchemed.chem.wisc.edu/JCESoft/CCA/CCA5/MAIN/1ORGANIC/ORG10/TRAM10/F/0323822/PICTURE.HTM?1
Homework
#5 due on Monday, October 14 Answers
Week 7: (Monday October 14th). Read chapter 7
Acid-mediated mechanisms
Homework
#6 due on WED October 23th Answers
Week 8: (Monday October 21th)
E1, E2 elimination; conformational analysis, acid-mediated mechanisms
Homework
#7 due on Monday, October 28th Answers
Week 9: (Monday October 28nd)
Review for the exam. Bring questions on Wednesday
Friday, November 1 Exam #2 Answers
Because of problems accessing Valhalla, I've made a pdf
file of the old exam 2's and answer keys
from Taber's class. This may be more convenient for some.
Week 10: (Monday November 4th) Reading: Chapters 8 and 9 in V&S and pp 499-500 in V&S.
hydride reductions, SN2 reactions, nucleophilicity, acidity
Homework
#8 due on Monday, November 11th Answers
Week 11: (Monday November 11th) Reading: Chapters 8 and 9 in V&S and pp 499-500 in V&S.
functional group interconversions, arrow-pushing mechanisms, stepwise synthesis, Grignard reactions
Homework
#9 due on Monday November 18th Answers
Week 12: (Monday November 18 th) Reading: pages 825 and 892-893.
alkene additions, stepwise reactions, stereochemical reasoning
Homework
#10 due on Monday, Nov 25th Answers
Week 13: (Monday Nov. 25 th)
alkene construction, Wittig reaction,
NO CLASS ON FRIDAY
Week 14: (Monday Dec 2nd)
alkyne chemistry; special handout: alkyne zipper.
Friday, Dec 6th Exam #3 Answers
Week 15: (Monday December
9th) Review for final - last class Wednesday December 11th
