Information

Chemistry 331: Fall, 1999

Assistance in Learning
Grading
Instructor
Software
Syllabus
Teaching Assistants
Textbook

Chemistry 331 is given in two very different formats:

Chemistry 331 is the traditional lecture course that meets 3 times per week with an instructor during the Spring semester each year.
Chemistry 331W, a web-based course, is offered in the Fall semester. Lectures and quizzes are on the Internet.

Chemistry 331W is a web-based course for students interested in the biological aspects of organic chemistry. Many students complete this course to prepare for MCAT and chemistry or biochemistry GRE examinations. Graduate students outside the Department of Chemistry may take this course for 3/4 unit of graduate credit. One semester of introductory organic chemistry (such as Chemistry 231 or 236) is the prerequisite. Because the course is web-based, students must have access to a computer with Internet access and browser software (such as Netscape 3.0).

The course consists of 39 lectures and supplementary material on topics ranging from the basic structure and bonding of organic compounds through the organic chemistry of metabolism and biopolymers. Spectroscopy, synthesis, and mechanism in organic chemistry are important aspects of this course.

For each lecture, there is a reading assignment (CD or textbook) and a series of self-testing problems.

After you complete 3 lectures, you will take a multiple choice quiz on the web. For most quizzes, you can see your graded quiz immediately and learn why any any of your answers were incorrect. You must get at least 60% of the questions right on one quiz. You may re-take the quizzes up to four times. The grade will be the average of all scores for that quiz.

If you need help, you can get it on the WebBoard Conference. This is staffed by graduate teaching assistants at least 20 hours per week. You will always have a response within a day of your questions (usually sooner than that). You can also come to one of our office hours. Times for these will be announced in the Fall.

There are 4 traditional hour examinations over the course of the semester. Each is cumulative and will include questions on the synthesis of organic molecules, mechanisms of reaction, spectroscopy, etc. that we have covered up to the exam date. The example problems at the end of each lecture are closely related to the exam problems.

We will have a weekly review session each Wednesday at 7 PM in 100 Noyes lab except when we have an exam scheduled. If you can't attend the review session, you can see it on the web as a RealMedia presentation.

Instructor:

Professor Patricia Shapley

Teaching Assistants:

Keuchan Oh
koh2@uiuc.edu, 333-3509

Michael Weaver
weaver@natasha.scs.uiuc.edu, 333-8020

Do Young Kim
dokim2@uiuc.edu, telephone

Stephanie Barnes
sbarnes1@uiuc.edu, 333-3509

Online Discussion Sections

Thursday	Friday	Sunday	Monday	Tuesday
2 PM MW1	8 AM DK1	7 PM KO4	5 PM MW7	12 PM DK3
3 PM MW2	9 AM DK2	8 PM KO5	7 PM KO6	1 PM DK4
5 PM MW3	10 AM KO3	none	8 PM KO7	6 PM DK5
6 PM KO1	12 PM MW4	none	none	7 PM DK6
8 PM KO2	2 PM MW5	none	none	none
none	3 PM MW6	none	none	none

Office Hours

Use the office hour listed below to ask us any questions you have on the lecture material, quizzes, or exams. Make an appointment directly with Professor Shapley if you need to discuss your grade and performance in the class.

Monday, 8 AM Room A410 CLSL KO	Monday, 9 AM Room A410 CLSL KO
Monday, 2 PM Room 464 RAL MW	Monday, 3 PM Room 464 RAL MW
Friday, 4 PM Room 404 CLSL PAS

Text:

There are a large number of well-written textbooks in this area on the market. They all cover the major topics of this course, although the order of the topics varies. You may use any standard organic chemistry textbook as a reference.
There is a study guide for the course. Purchase "Organic Chemistry on the Web: Chemistry 331W" (Part 1, lectures 1-20) at the Illini Union Bookstore.
A CD-ROM containing lecture notes and supporting information is available. You can pick one up when you have your picture taken (Thursday, Aug. 24).
You should purchase a simple molecular model kit. These are available at the Illini Union bookstore. It will help you to visualize 3-dimensional structures and stereochemistry.

Software:

Download Netscape (and other useful programs) from the UI Archive. This program is already on all CCSO computers.

Download ChemWeb from the SoftShell. This program allows you to create and modify GIF files of chemical structures and chemical reactions. It's free. ChemWeb is already on all CCSO computers in the Classes/Chem331 folder.

Assistance in Learning:

You can access the network TA anytime from the Chem 331 homepage on the World Wide Web. It will be staffed approximately 20 hours per week in the Fall semester and on a limited basis over the summer. At other times, we encourage students to help each other.

The teaching assistants and Professor Shapley have office hours. The times and places will be listed by the end of the first week of class. Organic teaching assistants are also available in 212 Chemistry Annex. NMR simulation and analysis computer programs are also available at that location.

The 40 lectures cover the topics of Chemistry 331. Each lecture includes a reading assignment and a list of the major items to be mastered in that section.

There is a quiz for each group of 3 lectures. The short answer, checkbox, or multiple choice problems are immediately graded by computer and the score is entered into the gradebook. You have 20 minutes to complete each quiz. There is a late penalty! You must have a score of 60% on a quiz to continue to the next one. You may take additional quizzes if necessary. The average of the grades will be included in your gradebook.

12 PM, 161 Noyes Lab
5 PM, 161 Noyes Lab
7 PM, 100 Noyes Lab

Grading

All of your grades will be added to your on-line gradebook. Type your name and your password for access. You will get your password and login at the beginning of the semester.

There are a total of 555 points possible in this course:

120 points - Computer Quizzes
400 points - Hour Examinations
35 points - participation (on-line conference, surveys)

Your grade is based on your percentage of total points.

100-70%	A
69.9-55%	B
54.9-40%	C
39.9-30%	D
29.9-0%	F

Chemistry 331 Syllabus

You may cover the 39 lectures in this course at your own pace. The first 8 lectures cover material that you probably covered in your first course in organic chemistry. If you have recently taken Chemistry 231, 236, or a similar course, you can go through this section very quickly and take the first exam.

There are deadlines for each of the lecture quizzes and the hour examinations. You may take any of these before the deadline.

Date	Lecture/Quiz
8/23	L1: Electron BookKeeping
8/25	L2: Chemical bonding
8/28	L3: Conformations, Stereochemistry
8/30	Quiz 1
8/30	L4: Nucleophilic Substitution
9/1	L5: Elimination Reactions
9/6	L6: Reactions of alcohols
9/8	Quiz 2
9/8	L7: Reactions of alkenes and alkynes
9/11	L8: Spectroscopy, Symmetry, Nuclear spin
9/13	Exam 1
9/15	L9: ¹³C{¹H} NMR spectroscopy
9/17	Quiz 3
9/18	L10: Proton coupled ¹³C NMR spectroscopy
9/20	L11: ¹H NMR spectroscopy
9/22	L12: Complex spin-spin coupling in ¹H NMR
9/24	Quiz 4
9/25	L13: MRI, IR spectroscopy
9/27	L14: Bonding in arenes,polyenes,electronic spectroscopy
9/29	L15: Reactions of arenes
10/1	Quiz 5
10/2	L16: Electrophilic aromatic substitution
10/4	L17: Organometallic compounds
10/6	L18: Retrosynthetic analysis, Nucleophilic substitution on carboxylic acid derivatives
10/8	Quiz 6
10/9	L19: Reactions of carboxylic acid derivatives
10/11	Exam 2
10/13	L20: Ester enolates, Claisen condensations
10/16	L21: Mixed Claisen condensations, related C-C bond forming reactions
10/18	Quiz 7
10/18	L22: Organo-sulfur compounds, Reactions of sulfur compounds
10/20	L23: Sulfur-containing amino acids, Molecular recognition
10/23	L24: Amines, Synthesis of amines
10/25	Quiz 8
10/25	L25: Amines as nucleophiles, Amine natural products
10/27	L26: E2 reactions of ammonium compounds, Diazonium salts, Nitrosation reactions
10/30	L27: Nucleophilic aromatic substitution
11/1	Quiz 9
11/1	L28: Phenols, Synthesis of phenols
11/3	L29: Aspirin, Phenoxide reactions, Oxidation of phenols
11/6	L30: Synthesis Problems
11/8	Quiz 10
11/8	Exam 3
11/10	L31: Food, Sugars: conformation and stereochemistry
11/13	L32: Reactions of sugars
11/15	L33: Polysaccharides
11/17	Quiz 11
11/17	L34: Glucose metabolism, Fatty acid biosynthesis
11/20	L35: Acetate-derived natural products
11/22	L36: Amino acids
11/24	Quiz 11
11/24	L37: Synthesis of peptides
12/4	L38: Analysis of Protein structure
12/6	Exam 4
12/8	L39: Metalloenzymes
11/8	Quiz 12