chemistry 351
organic laboratory 1

north dakota state university
fall 1999


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  • Instructor: Professor Gregory R. Cook
    Office: Dunbar Hall 360A
    Telephone: 231-7413
    Email: grcook@plains.nodak.edu
    World Wide Web: http://www.ndsu.nodak.edu/instruct/grcook/chem341_99/chem351.shtml
    Office Hours: Monday and Wednesday, 9:00 am - 10:00 am, or by appointment

    Required Text: "Introduction to Organic Laboratory Techniques" Third Ed., Pavia, Lampman, Kriz.

    INTRODUCTION: This laboratory course is an introduction to basic organic laboratory techniques such as separation, purification, and identification of organic compounds. The lab is designed to reinforce the lecture Chem 341.

    GRADING: Grades will be assigned based on lab reports (825 pts, 82.5%), a short exam given on the last day of lab (100 pts, 10%), and a subjective evaluation of your performance by the TA (75 pts, 7.5%). Missing four or more labs will automatically result in a grade of F. Letter grades will be assigned according to the following percentiles (subject to change):

  • A 90 - 100
    B 80 - 89
    C 70 - 79
    D 60 - 69
  • SAFETY: Safety in the chemistry laboratory is serious issue. Please abide by the following safety guidelines. Anyone not adhering to these guidelines will be asked to leave the lab and will receive 0 points for the week. Repeated neglect of safety regulations (3 or more times) will result in failure of the course.

    • Safety goggles must be worn at all times while in the laboratory.
    • Contact lenses must not be worn in the lab. Solvent vapors can get trapped behind hard lenses and remain in contact with your eyes for extended periods. Soft lenses can dissolve and be fused to your eyes. This is not pleasant. Please wear your goggles.
    • Absolutely no food or beverages are allowed in the labs.
    • To avoid skin exposure in case of spills, shorts and open toed shoes (sandals) are not allowed.

    Chemicals in the lab should be treated with respect. Although the experiments are designed to minimize the use of harmful chemicals, don't assume anything. It is good practice to treat any material in the lab as if it were hazardous. You should avoid breathing vapors. Keep liquids and solids from contacting your skin. Work carefully to avoid breakage and spillage.

    NOTEBOOKS: You will need a bound notebook which can make carbon copies. During the lab, you will record all data, observations, reagent amounts, etc., in permanent ink. The TA will collect the carbon copies at the end of each lab period for that day's activity.

    LAB REPORTS: Laboratory reports will be due at the next lab session. They can be typed or neatly handwritten. Late reports will lose ten points for each day it is late. Your reports should include the following:

    • Introduction - the purpose of the lab and any pertinent methods should be briefly stated.
    • Experiment Scheme - a drawing of the reaction or scheme that was carried out. It is helpful to assign a number to each structure to refer to in the text of the report.
    • Data - all data recorded during the experiment. You should put this in tabular form. Include the molecular weight, equivalents, and amounts of all reagents and products. All physical data such as melting/boiling points should be included, as well as calculated theoretical and actual yields.
    • Discussion - you should discuss how your results demonstrate (or don't) the objectives of the experiment. You should draw your own conclusions about your results and discuss how they could be improved. Your discussion should be more than just regurgitating the textbook.
    • Questions - answer the problems assigned for each experiment.

    Special Needs: All students have the right to an environment that is conducive for learning. Any students who need special accommodations for learning or who have special needs are invited to share these concerns or requests with the instructor as soon as possible.

    Academic Responsibility: It is assumed that students at NDSU have the integrity to complete examinations on their own. Any student who is found to have acted dishonestly on an exam will receive an F for that exam. A second infraction will result in an F for the course. The policy applied is that of the Code of Academic Responsibility and Conduct as outlined on pp. 29-30 of "A Code of Student Conduct" (Office of the Vice President for Student Affairs, July, 1993).

  •  

    SCHEDULE OF EXPERIMENTS

    Week
    EXP #
    Page
    Title
    Problems
    8/24 - 8/27
     ---
     ---

    Check in and safety - Simple Distillation

     ---
    8/31 - 9/3
    58
    484

    Isolation of Casein and Lactose from Milk

    9/7 - 9/10
    3
    43

    Synthesis of Acetominophen

    1,4
    9/14 - 9/17
     4
    46

    TLC Analysis of Analgesic Drugs

    see belowý
    9/21 - 9/24
    6
    62

    Isolation of Caffeine from Tea

    5,8
    9/28 - 10/1
    10
    89

    Synthesis of Isopentyl Acetate

    1,4
    10/5 - 10/8
    handout
    ---

    Gas Chromatographic Analysis of Isopentyl Acetate

    see handout
    10/12 - 10/15
    27
    201

    Dehydration of Cyclohexanol

    2,3
    10/19 - 10/22
    handout
    ---

    Deducing a Reaction Mechanism

    see handout
    10/26 - 10/29
    handout
    ---

    Stereochemistry

    1,7
    11/2 - 11/5
    handout
    178

    HPLC Analysis of Pharmaceuticals

    see handout
    11/9 - 11/12

    NO LABS -- Veteran's Day Holiday 11/11

    11/16 - 11/19
    24A,B
    ---

    Competitive Nucleophiles I and II

    see handout
    11/23 - 11/26

    NO LABS -- THANKSGIVING Holiday

    11/30 - 12/3
    handout
    ---

    N-Acetylanthranilic Acid -- Triboluminescence

    see handout
    12/7 - 12/10
    ---
    ---

    FINAL EXAM

    ---
    ý 1) Why is it important to use a closed developing chamber rather than an open beaker for running a TLC separation?
    2) Why is it important to visualize the spots with BOTH uv illumination AND iodine?

    copyright 1999
    gregory r. cook
    grcook@plains.nodak.edu

    This web page is supported by a CAREER award
    from the
    National Science Foundation.