PLU Organic Lab (Chem 333) Home Page

PLU
Organic Chemistry Laboratory

(Chem 333)


Fall 1996 Syllabus for ORGANIC CHEMISTRY LABORATORY (333)


This Course Accompanies Organic Chemistry - Chem 331.

Instructor: C. Fryhle
Office: Rieke Science Center 241
Phone: 206-535-8314
Email: fryhle@u.washington.edu

Course Materials:

1) Introduction to Organic Laboratory Techniques - A Microscale Approach, Pavia et al, Saunders, 2nd ed., 1995
2) Laboratory Notebook, bound quadrilled carbon-less form type.
3) Lab Safety Goggles

Schedule of Experiments
Laboratory Safety
Laboratory Notebooks
Samples
Weekly Reports
Group Formal Reports
Laboratory Exam
Grading





Laboratory Schedule

Week Date The Experiments Problems
Sept. 9-13 Study introductory material in pp. 2-40, especially on Laboratory Safety, pp. 5-21,
Read and Study (no lab work) "Introduction to Microscale Laboratory" pp. 42-59
Complete Open Lab Safety Tour
None
I Sept. 16-20Acetylsalicylic Acid (Exp. 2), Essays: "Aspirin" and "Analgesics"3, 7
II Sept. 23-27 TLC Analysis of Drugs (Exp. 4), Essay: "Identification of Drugs" None
III Sept. 30-Oct. 4 Isopentyl Acetate (Exp. 6), and Essay: "Flavors and Fragrances" 1, 2, 3, 4
IV Oct. 7-11 Essential Oils (Exp. 7), and Essay: "Terpenes and ..." 1, 4 and NMR, IR Interp.
V Oct. 14-18Stereochemistry - Spearmint and Caraway Oil (Exp. 8, Abbrev.)
Essay: "Stereochemical Theory of Odor" Expt. 8, 1-4
1, 2, 3, 4
VI Oct. 21-24 Reactivities of Some Alkyl Halides (Exp. 10),1, 3
October 25 Mid-semester Break
VII Oct. 28-Nov. 1 Synthesis of tert-Pentyl Chloride (Exp. 13) 1, 2
VIII Nov. 4-Nov. 8 Dehydration of Methylcyclohexanols (Variation on Exp. 15) 1, 2, 3
IX Nov. 11-15 Synthesis and Reactions of cis-5,6-Norbornene-endo-2,3-
dicarboxylic Anhydride (Handout)
Handout
X Nov. 18-22
Group Formal Report (Due December 2)
XI Nov. 25-26Continue Group Work on Formal Report
XII Dec. 2-6Grignard Synthesis of Benzoic Acid (Exp. 25B)
Essay: "Detection of Alcohol: The Breathalyzer"
1, 5
XIII Dec. 9-13
Lab Final Exam


Laboratory Safety:


The Lab Notebook:

Your notebook should be a complete and continuously updated diary or journal for your work in the laboratory. Your notebook is the only place where notes about your laboratory work should be kept, and it should be a thorough record of your work. A stranger with approximately your level of training should be able to read your notebook and repeat your work without any additional assistance, and obtain similar results to your own. In research and industrial situations, a laboratory notebook is a legal document that is signed daily by the author and frequently by a witness. You should ascribe corresponding importance to your laboratory notebook.

Format for Lab Notes:

Your notebook format should be basically that described in Pavia et al., pp. 22-29. The Pavia model as well as a few additional required sections are listed by the headings below. Be sure to begin the notebook with the Table of Contents, Safety and Hazard Information, and List of Abbreviations pages specified above.

Prelab Portion
    Date
    Title
    Reference (e.g., Pavia et al., Exp. X, pp. YY-ZZ)
    Goal or Purpose (brief)
    Main Reaction [balanced equation(s), including likely side reactions] (Note that this section might not be appropriate for non-preparative experiments.)
    Table of Relevant Physical Constants or "Reaction Table" Format - MW, mp or bp, density (for liquids), planned weights and moles, actual amounts and moles (filled in after experiment is begun), and ratio of molar equivalents.
    Separation Scheme (Usually a flow chart - not a written duplicate of the planned lab procedure copied from the book. - Be concise but complete.)
    HAZARDS (of the chemicals and/or the procedures) In addition to the lab manual, you will need to consult the Material Safety Data Sheets (MSDS's) available in the Open Lab. Recurring hazards and safety considerations can be documented once in the preliminary notebook pages described above, and simply referenced in the prelab as being noted there.
[All of the above sections must be entered in your notebook
and initialed by the instructor on duty before the Stockroom
will be allowed to issue you your equipment.]

In-lab Portion
    In-lab Notes, Data, and Observations - Written continuously during the lab period documenting your work in your notebook as you do the work, not at some later time or date. Your notes should be sufficient for someone else to duplicate your work, though not necessarily written in perfect prose.
    Calculations
    Conclusions - Brief statement or restatement of key results and conclusions. Editorial comments such as "I think the experiment went well.", etc., are not appropriate.
    Date of Completion
    Your Signature


Reaction Products

Products requiring further work at a later time should be stored in a labeled vial and given to the stockroom assistants for storage. Final products should be labeled as specified on p. 29 of Pavia, et al, with the addition of the date, tare weight of the container and experiment number, and turned in to the stockroom with the specification that they are to be placed in the "To Be Graded" box for the organic lab.


Weekly Reports

The completed lab notes for each experiment, consisting of your work from the prelab through the completed exercises, are due by 6:00 PM on the Monday of the week following a given experiment. Place either the original or carbon-less form copy (so long as it is legible) of your lab notes in the appropriate wooden box in the Open Laboratory.

Notebook Spot Checks

In addition, individual lab notebooks will be subject to an unannounced on-the-spot grading once during the semester. This evaluation will be worth 40 points and will be used to assess whether the attributes of notebook style specified above are being incorporated.


The Formal Report

The period of November 18-26 is set aside for collaborative preparation of a formal written laboratory report about one of the previously conducted experiments. The formal report will be due December 2. Some guidelines for the report are as follows:

A sample of a published paper will be provided illustrating the prescribed layout and style for your paper.

Group Structure

First IndividualTitle, Abstract, notation and format of references20%
Second IndividualIntroduction20%
Third IndividualResults and Discussion20%
Fourth IndividualExperimental Section20%
Individual ScoreIndividual Section
Added Again
20%
The Formal Report is due on December 2


Laboratory Final Exam

A Final Exam for the Organic Chemistry Laboratory (Chem 333) will be self-administered in the Open Labduring the final week of the semester. The exam will be worth 60 points and will cover understanding of organic laboratory techniques, procedures, methods for product analysis, and general laboratory practices. The lab final will be a closed-book test, taken under the spirit of academic honesty, and overseen by the Open Laboratory Faculty Supervisors.


Grading

10 Weekly Reports (40 points each)400 Points
Notebook Spot Check40 Points
Formal Report100 Points
Lab Final Exam60 Points

Late reports of all types will be penalized by 10% per day (maximum of half off).


University Policy

If you need course adaptations of accommodations because of a disability, if you have emergency medical information to share with me, or if you need special arrangements in case the building must be evacuated, please make an appointment with me as soon as possible (Rieke 241, x8314). Students are also reminded that they are responsible for notifying instructors of any conditions that may impair their academic performance. Without advance warning, such difficulties can not be used later as the basis for requesting make-up course work or reconsideration of grades.


333sy_96.doc

Copyright 1996, Craig B. Fryhle

Fryhle's Home Page || PLU Department of Chemistry || Pacific Lutheran University