Dowling College
Oakdale, New York

CHM 027 - Organic Chemistry Laboratory I
Fall 2002 Monday 11:30-4:00
L. Zaikowski, Ph.D.; Associate Professor of Chemistry
Office: SCI 113 (631)244-3180 (O)

 

Required Text:
Introduction to Organic Laboratory Techniques by Pavia, Kriz, Lampman, and Engel, 1998, Hartcourt Brace and Company.

Course Objectives:
This course emphasizes the development of organic chemistry laboratory techniques such as extraction, separation, purification, and characterization. The fundamental principles of Organic Chemistry are applied through experimentation. Analytical instrumentation for the identification of compounds is introduced and students obtain "hands on" experience with IR, UV, and GC/MS. The relevance of Organic Chemistry and its ubiquitous nature is presented through interesting essays and lectures. Students will develop the ability to write lab reports and maintain a clear and well-organized lab notebook.

Requirements:
1. Complete reading assignments prior to class.

2. Write a pre-lab prior to class in the lab notebook which should include:
a.) Title of expt., name of student, date of expt.
b.) Purpose
c.) Summary of essay/expt.
d.) Relevant equations, structures, physical data
e.) Procedure

3. In the Lab:
a.) Wear safety goggles at all times in the lab. (Contact lenses are not allowed in lab)
b.) Accurately record data and observations and show all work for calculations.
c.) Hand in the lab writeup and products (fully labelled!) at the end of the period.
d.) Clean up/properly dispose of chemicals (when in doubt, ASK!)
e.) Hand in carbon copies of your notebook pages before leaving lab.

Grading Procedure
Each lab is worth 30 points based on product purity and yield, timeliness, notebook and lab reports, and answers to study questions (except the Unknown Liquid lab which is 40 points, and SQUALOR which is 50 points.) Laboratory technique, preparation and safety counts 30 points.


CHM 027 Organic Chemistry Laboratory I Fall 2002

Date Experiment Reading Assignments
Sept. 9 Lab Safety/Check InIntroductory Lecture; Computer Lab Forward to the Student/Laboratory Safety/Notebook Format
Sept. 23 Extraction of Trimyristin from Nutmeg Trimyristin HandoutT.4.1,2,3 (Filtration)T.5.1-3, 5-9 (Crystallization)T.5.1-5,7,8 (Melting Point)
Sept. 30
Synthesis of Myristic Acid from Trimyristin
Myristic Acid HandoutEssay: Fats and OilsT 2 (Reflux)
Oct. 7 Expt. 6: TLC Analysis of Analgesic Drugs
Computer Lab: Mass Spectrometry
3 Essays: Aspirin, Analgesics, ID of Drugs
T14 (Thin Layer Chromatography)
Oct. 14 Expt. 39: Isolation/Separation of Chlorophyll and Carotenoid Pigments from Spinach Essay: Chem. of VisionT 12 (Column Chromatography)
Oct. 21 Lecture on Mass Spectrometry Expt. 17: Gas Chromatographic/Mass Spectrometric Analysis of Gasolines
Set up Expt. 8
Essay on Petroleum/Fossil FuelsT 15 (Gas Chromatography)Ch. 12 (McMurry) Mass Spectrometry
Oct. 28 Expt. 8: Fragrant Ester Synthesis: (Banana, Rum, Fruit, Pineapple)
Lecture on Infrared Spectroscopy
Essay on Esters: Flavors and FragrancesT.7.1-5, 8-10 (Extraction, Drying)T.8.1-3 (Distillation)Appendix 3 (IR Spectroscopy)
Nov. 4 Lecture on Nuclear Magnetic Resonance Spectroscopy, Computer LabProblem Solving: IR, NMR, Mass Spec. Appendix 4 (Nuclear Magnetic Resonance Spectroscopy)Ch. 12, 13 (McMurry)NMR/MS
Nov. 11 Expt. 18: Essential Oils from Spices: Oil of Cloves, Cumin,and Cinnamon
Expt. 21: Spearmint and Caraway Oil: (-) and (+) Carvones
2 Essays:
Terpenes/Phenylpropanoids and Stereochemical Theory of Odor
T 11 (Steam Distillation)
T.9 (Vacuum Distillation)
T 19 (Preparation of Samples for Spectroscopy)
T 17 (Polarimetry)
Nov. 18 Bacterial Expt. And SQUALOR Unknowns Expt. 57: Classification tests
Nov. 25 Identification of an Unknown Liquid Part I:IR, boiling pt., Classification tests Appendix 3: IR SpectroscopyT 6.9-10,12 (bp)
Dec. 2 Identification of an Unknown Liquid Part II: Classification tests/Derivative formation/Review Expt 57: Derivative formation
Dec. 9 Check out/Makeup Review