Syll.3514

SYLLABUS

ORGANIC CHEMISTRY 2521, Fall Semester 2007

CLASS TIME: M, W, F 1:00 to 1:50 pm, Chem 200

INSTRUCTORS: Dr. Viktor V. Zhdankin (lectures), Office: Chem. 319, Phone: 726-6902
e-mail: vzhdanki@d.umn.edu; web page: www.d.umn.edu/~vzhdanki/2521/
office hours: M, W, F 1:50 to 2:50 pm (after lecture) or by appointment

        Dr. Robert M. Carlson (lab), Office: Chem. 325, Phone: 726-7231
        e-mail: rcarlson@d.umn.edu
        office hours: M, W, F   1:50 to 2:50 pm

COURSE DESCRIPTION:
Chem 2521 is the first semester of organic chemistry at the sophomore-junior level. The lecture portion of the course will cover structure and bonding in organic molecules, organic acids and bases, alkanes and cycloalkanes, stereochemistry, alkenes and electrophilic addition reaction, alkynes, haloalkenes and radical reactions, nucleophilic substitution and β-elimination.

COURSE MATERIALS:
“Organic Chemistry” by John McMurry (6th or 7th edition) (required)
“Study Guide for John McMurry’s Organic Chemistry” by Susan McMurry (required)
Organic Molecular Model Kit (required)
“Macroscale and Microscale Organic Experiments” 5th Edition (2006) by Williamson (required)
Laboratory Breakage Card, Safety Goggles, Bound Laboratory Book (Composition type) (required)

COURSE WEB PAGE:
All class materials, including this syllabus, exam and quiz schedules, exam scores, sample exams, list of recommended problems, laboratory schedule and handouts, as well as useful links to other websites will be posted and periodically updated on the following web page:
http://www.d.umn.edu/~vzhdanki/2521/

UMD TUTORING CENTER: http://www.d.umn.edu/tutoring/

GRADING:
Laboratory   150 points
Six Quizzes (20 min)   150 points (6x25 pts)
Three Midterm Exams (1 hour)   300 points (3x100 pts)
Final Exam (2 hours)   200 points
________________
Total   800 points

EXAM SCHEDULE:
First Midterm Exam              October 10 (Wednesday), 1:00 to 1:50 pm
Second Midterm Exam         November 7 (Wednesday), 1:00 to 1:50 pm
Third Midterm Exam            December 7 (Friday), 1:00 to 1:50 pm
Final Exam                           December 17 (Monday), 4:00 to 5:55 pm

QUIZ SCHEDULE:
Sep. 14 (F), Sep. 21 (F), Sep. 28 (F), Oct. 19 (F), Oct. 26 (F), Nov. 30 (F), 1:30 to 1:50 pm

LABORATORY SCHEDULE
ORGANIC CHEMISTRY 2521, Fall Semester 2007

LABORATORY MATERIALS:

“Macroscale and Microscale Organic Experiments” 5th Edition by Williamson/ Minard/ Masters
Laboratory Breakage Card
Safety Goggles
Bound Laboratory Book (Composition type)

Teaching Assistants:

Section (SSB 226/228)

2      James Dzandzi (dzand002@d.umn.edu)    M-3
3 Ryan Hadt (hadt0002@d.umn.edu)           M-3
4    Mary Motari (motar002@umn.edu)           T-9
5    Ryan Hadt (hadt0002@d.umn.edu)         T-9
6 Srinivas Tekkam (tekka001@d.umn.edu)    T-3
7    James Dzandzi (dzand002@d.umn.edu)      T-3
8 Srinivas Tekkam (tekka001@d.umn.edu) W-3
9      Mary Motari (motar002@umn.edu)          W-3
10    Mary Motari (motar002@umn.edu)            Th-9
11    Srinivas Tekkam (tekka001@d.umn.edu) Th-9
12    Mary Motari (motar002@umn.edu)       Th-12
13    James Dzandzi (dzand002@d.umn.edu)    Th-12
14    James Dzandzi (dzand002@d.umn.edu)    Th-3
15    Srinivas Tekkam (tekka001@d.umn.edu) Th-3

TA Office Hours: will be announced

Week EXPERIMENT

1    Check-in, Safety video, Read Chapters 1&2
2    Crystallization, Chapter 4
3    Melting Points and Boiling Points, Chapter 3
4    Molecular Shapes (Handout; supplementary read Chapter 15 of Williamson’s book)
5    Distillation, Simple and Fractionation, Chapter 5 (Macroscale)
6    Sublimation, Chapter 6
7    Extraction of Betulin from Birch Bark: New Experiment with Supplementary Handout; Also read, Isolation of Caffeine from Coffee, Chapter 7.
8    Thin Layer Chromatography: Analysis of Analgesics and Isolation of Lycopene from Tomato Paste, Chapter 8
9    Column Chromatography: Ferrocene and Acetyl Ferrocene mixture separation, Chapter 9
10/11    Bromination of Cholesterol, Chapter 20 and Alkenes from Alcohols: Cyclohexene from Cyclohexanol, Chapter 19/Macroscale (First laboratory period, Bromination of Cholesterol and Dehydration of Cyclohexanol, Second Laboratory period, Recrystallization of bromination product and distillation of Cyclohexene.
12    Nucleophilic Substitution Reactions of Alkyl Halides, Chapter 17
13    Reactions of Triphenylmethyl Carbocation, Chapter 33. Trityl Methyl Ether and Trityl Bromide
14    Check Out

Details and helpful hints on each of the experiments are provided in supplemental material available on the Department of Chemistry and Biochemistry Home Page.

Note: unless indicated the identified experiments are performed “Microscale”

For the Department of Chemistry and Biochemistry policies on making up a lab and lab checkout see your laboratory Teaching Assistant. Normally, laboratory make-up opportunities are very limited because of laboratory availability.

Access for Students with Disabilities: Individuals who have any disability or physical condition (such as pregnancy, allergy, etc.), either permanent or temporary, which might affect their ability to perform in this class, are encouraged to inform the instructor at the start of the semester. It is University policy to provide, on a flexible and individualized basis, reasonable accommodations to students who have disabilities that may affect their ability to participate in course activities or to meet course requirements. Adaptations of methods, materials or testing may be made as required to provide for equitable participation. This publication/material is available in alternative formats to individuals with disabilities upon request. Please contact Penny Cragun, Disability Services and Resources, 726-8727

For University Policy on Student Academic Integrity see: www.d.umn.edu/assl/conduct/integrity.

GENERAL LABORATORY RULES AND REQUIREMENTS:

You MUST have a bound laboratory notebook. Composition type.

You MUST have and wear fully enclosing goggles (glasses don’t count). If you do not own a pair you can buy them from the stockroom. If you forget your goggles you can rent them from the stockroom.
The first time is free and it is $.50 after that.

It is recommended you do not wear shorts, sandals, or nylon type running pants. These offer little protection from chemicals in the event of an accident.

Don’t sit on the lab benches.

Place your bags and coats on the shelves provided or specified area.

You are not allowed to eat or drink in the lab.

For your safety we suggest you wash your hands when leaving the lab.

Grading:

The chemistry lab is worth 150 points. Ten points per lab and 30 points assigned as a “Lab Score.”
The “Lab Score” is based on performance in lab, understanding the experiment, and general behavior in lab.

    Lab Grade ≅ 20%!!! So keep a good and NEAT lab notebook. Make sure you:
    1. Use a pen.
    2. Draw a single line through a mistake. Do not scribble or use whiteout.
    3. Keep notebook in column format.
    4. Write on one side of the page.
    5. Make sure your procedures are complete before you begin the lab.

What your notebook should contain:

I    Title and date should be at the top of every lab.
II    Reaction scheme.
III    Lab Partner(s).
IV    Procedure written in your own words (it should be able to be used instead of the book. You should not need your book in lab).
V    Observations: (Very important)
    1.    Write down EVERYTHING you notice. Color change, precipitate formation, if the solution
        turns clear, melting point, anything you weigh down, starting weight of material, end weight of
        product, boiling point, solubility’s etc.
    2.    Put the changes in the lab here (if you forget to put them in the procedure).
VI    Results: Put data in tabular format if possible
    1.    Show any and all calculations used, like theoretical yield and percent yield.
    2.    Indicate starting weight and ending weights of your starting material and product.
    3.    Melting point or boiling point should be stated.
    4.    Staple or tape IR, NMR and TLC plates in notebook.