Chemistry 241A Fall 1999
Organic Chemistry Laboratory
Instructor: Craig Beeson
Office: Bagley 209
Office Hours: Fr 0900
Required Text: Introduction to Organic Laboratory Techniques: A Microscale Approach, 3rd edition; Pavia, Lampman, Kriz and Engel (PLKE)
Required Handout: Chemistry 241 Supplementary Laboratory Handout; available at Odegaard Undergraduate Library Copy Center
Lab Lecture: M, 0830-0920, Bagley 154
Exams & Quizzes: Two in-class Exams, weeks 6 & 11.
LABORATORY SAFETY: All students in the laboratory are required by state law to wear Department-approved safety goggles at all times. Department policy states that "Undergraduates not wearing goggles will be DISMISSED from the laboratory immediately. A second infraction will result in dismissal for the remainder of the quarter. No make-ups will be permitted." Approved safety goggles are available from the University Bookstore. Students are only allowed to work in the laboratory during their scheduled sections and under the supervision of their assigned Teaching Assistant.
Laboratory Reports: Reports consist of a pre-lab due at the beginning of the lab period and a final report due at the beginning of the first lab period following the completion of the experiment. The pre-lab portion should be written in your lab notebook and a photocopy or carbon copy is to be given to your Teaching Assistant at the beginning of the lab period for that experiment. You will not be allowed to begin the experiment until the pre-lab is completed. Pre-labs for technique-based experiments should consist of a brief description of the procedure in your own words. Pre-labs for the reaction-based experiments should consist of balanced equations for the reactions, reagent tables, indications of possible side-reactions, summary of the experimental procedure and a schematic representation of the isolation/purification procedure. Examples of reaction-based experiment pre-labs are given in the Chem 241 Handout and in PLKE (pp 20-27). There is no pre-lab for the first experiment, Molecular Models. A handout for the final lab report will be given to you in lab. The handout contains sections to report your final results and questions about the experiment. The handouts will be distributed on the day of the experiment and are to be turned into to your Teaching Assistant at the beginning of the lab period following the completion of the experiment.
Laboratory Notebooks: Purchase a BOUND notebook; spiral and three-ring notebooks are NOT allowed. A thorough description of the contents and organization of your notebook is given in the Chem 241 Handout.
Make-up Lab: In the case of an excused absence from a lab, A make-up lab may be done during the 10th week. A proper excuse for the absence must be approved by your Teaching Assistant as soon as possible following the absence.
Lab Policies: failure to comply with the following lab
policies will result in dismissal from the lab.
1. All students must wear approved safety goggles while in the
laboratory. Wearing contact lenses in the laboratory is not
recommended.
2. Dress appropriately for safety in the laboratory. Shorts, very
short skirts, open-toed shoes or sandals are not to be worn in the
laboratory. Lab coats or grungies are recommended.
3. You are only allowed to be in the laboratory during your scheduled
lab period.
Grading: There are 11 prelabs @ 5 pts = 55 pts, 11 lab reports @ 20 pts = 220 pts, 2 notebook checks @ 30 pts = 60 pts, Models/NMR handouts = 45 pts, and 2 exams @ 150 pts = 300 pts. Class Total = 680 pts.
Lectures: The lectures consist of discussions of the theoretical principles underlying the techniques used in the lab. Sections in the text related to the lecture material are listed below. You should read the relevant material prior to attending the lecture (with the obvious exception of the first lecture). Brief disscussions in lab, in addition to performing the experiment, will familiarize you with the practical aspects of the techniques. There are also several reaction-based experiments in which the techniques you’ve learned will be applied.
Homework: The assigned homework problems will not be collected. However, many of the questions on the Lab Reports and the Exams will be closely related to the assigned homework problems.
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Date |
Experiment |
Lecture (PLKE Reading & HW) |
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1 |
Sep 27 |
Sep 27/28: Check-in |
Introduction, Solubility, Reactivity of Alkyl Halides |
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Sep 29/30 |
Molecular Models (Handout) |
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Oct 4 |
Oct 4/5: Solubility (PLKE Exp 2, pp 49-60) |
Recrystallization (pp 558-567) Melting Points (pp 576-584) HW: p 575; 1,2,8; p 594; 1,2,8 |
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Oct 6/7 |
Reactivity of Alkyl Halides (PLKE Exp 18, pp 190-196) |
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Oct 11 |
Oct 11/12: Recrystallization and Mixed Melting Point (Handout) |
Acid-Base Extraction (pp 595-613) HW: p 616; 1,2,3,4,8,9 |
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Oct 13/14 |
Bromine Addition (Handout) |
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Oct 18 |
Oct 18/19: Acid-Base Extraction (Handout) |
Distillation (pp 617-621,627-629, 644-658). HW: p 628; 1,3,4,7, p 661; 1 |
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Oct 20/21 |
Oct 18/19: Acid-Base Extraction (contd) |
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Oct 25 |
Oct 25/26: Grignard Reaction (Handout) |
Distillation (contd), Gas Chromatography (pp 711-726). HW: p 725; 1,2,4 |
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Oct27/28 |
Grignard Reaction (contd) |
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Nov 1 |
Nov 1/2: Distillation & Gas Chromatography (PLKE Exp 6, pp 87-93 & Handout) |
Exam 1: Solubility, Recrystallization, Melting Points, Acid-Base Extraction, Bromine Addition, Grignard Reaction, Distillation and GC (theory) |
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Nov 3/4 |
Distillation & Gas Chromatography (contd) |
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Nov 8 |
Nov 8/9: Electrophoresis (Handout) |
Electrophoresis (Handout), Chromatography (pp 669-689). HW: p 692; 1,3,4,5, |
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Nov 10/11 |
Chromatography (PLKE Exp 15, pp 158-164) |
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Nov 15 |
Nov 15/16: Friedel/Crafts Acylation (Handout) |
Chromatography (pp 697-711). HW: p 710; 1,2,5 NMR Spectroscopy (A32-A49) |
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Nov 17/18 |
Friedel/Crafts Acylation (contd) |
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Nov 22 |
Nov 22/23: NMR Handout |
NMR Spectroscopy (contd), Sublimation (pp 726-731) |
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Nov 24/25 |
No Labs |
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Nov 29 |
Nov 29/30: Isolation of Caffeine (PLKE Exp 11, pp 123-127) |
Mass Spectrometry (A58-A75) |
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Dec1/2 |
Make-up Lab |
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Dec 6 |
Dec 6/7: Check-out |
Exam 2: Distillation and GC (exp), Electrophoresis, Chromatography, Friedel-Crafts Acylation, NMR Spectroscopy, Isolation of Caffeine, Mass Spectrometry |