Dowling College
Oakdale, New York

CHM 028 Organic Chemistry Laboratory II
Spring 2002


Dr. L. Zaikowski
Office: SCI 113 Phone: (631) 244-3180

Required Text:
Introduction to Organic Laboratory Techniques
by Pavia, Lampman, and Kriz

Course Objectives:
This course applies the basic organic chemistry laboratory techniques that were developed in the first semester to more challenging problems in synthesis and characterization. The relevance of Organic Chemistry to daily life, and its ubiquitous nature is presented through interesting essays and lectures. Analytical instrumentation for the identification of compounds is further developed, and students obtain experience with polarimetry, refractometry, HPLC, UV, IR, GC, GC/MS, and NMR spectrometry. Students will improve their 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.) Summary of Experiment and Essay readings
c.) Purpose
d.) Procedure and relevant equations, formula, chemical structures and data

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 provide an analysis of the data.
c.) Hand in carbon copies of the lab writeup at the end of the period.
d.) Clean up

Grading Procedure
The total lab points are summed and converted to percent to obtain the final grade. In addition to lab reports, each lab period will count 10 points to reflect laboratory technique and safety, including preparation and clean up.


CHM 028 Prof. Zaikowski Spring 2002

Lab Period Experiment Reading Assignments
     
1. Feb. 4 Check In, clean glassware
Lecture on Sulfa Drug Synthesis, exptl. set-up
Assignment of SQUALOR Unknowns
Laboratory SafetyReview Appendices 3, 4, 5 (IR/NMR)
2. Feb. 11 EXPT 42 (old textbook version)
Synthesis of p-Acetamidobenzenesulfonylchloride and the Sulfa Drugs Sulfanilamide, Sulfapyridine, and Sulfathiazole
Essay: Sulfa Drugs (p. 375)
Techniques: vacuum filtration, reflux, gravity filtration, recrystallization
3. Feb. 18 EXPT 42 continued: Complete synthesis  
4. Feb. 25 EXPT 42 continued
Mass determination, melting point, potassium bromide infrared spectroscopy
Testing of Sulfa Drugs on Enterobacter aerogenes and Bacillus subtilis and PABA as an inhibitor
Techniques: Melting point, KBr pellet, Infrared Spectroscopy
Handout on Sterile Technique and Testing of Sulfa Drugs
5. Mar. 4 EXPT 42 continued: HPLC of Sulfanilamide, Sulfapyridine, and Sulfathiazole (SQUALOR Unknowns due: 50 pts) HPLC handout/review Tech. 12 & 13
6. Mar. 11 EXPT 59 ANALYSIS OF A DIET SOFT DRINK BY HPLC:
Unknown determination by HPLC (handout)
Essay: Local Anaesthetics (p. 388)Benzocaine Lab HPLC Protocol due (20 pts) (Expt 42 due: 100 pts)
7. Mar. 18 EXPT: Catalytic Conversion of Aldehydes (Handout) Techniques: micro boiling point, reflux and distillation(HPLC Expt due: 30 pts)
8. Apr. 1 Catalytic Conversion of Aldehydes: GC/MS, IR, UV Technique 15: Gas Chromatography
9. Apr. 8 Characterization of Aldehyde products Technique 19: Prep. of Samples for Spectroscopy. Review NMRReview Mass Spectrometry(Ch. 12 McMurry)
10. Apr. 15 EXPT 54 LUMINOL: Synthesis and Luminescence Essay: Fireflies/photochem. (p. 452)
11. Apr. 22 EXPT 58: Carbohydrates Pt I: Classification Tests Ch. 25 in McMurry Lecture Text(Expt. 54 due: 30 pts)
12. Apr. 29 EXPT 58: Carbohydrates Part II: ID of Unknown Carbohydrate lab due (50pts)
13. May 6 Check out/Make-up/BBQ/Sailing Excursion Plans Aldehyde lab due (100pts)