CHEM 226 Organic Chemistry Laboratory
Spring 2010
Instructor: Ms. Cindy Lamberty
Office: 202 Peltier
Phone: 985.448.4167
e-mail: Cynthia.Lamberty@nicholls.edu
Office Hours: 9:45-12:00 MW, 1:00-3:30 TTH, and by appointment.
CATALOG DESCRIPTION: CHEM 226. Organic Chemistry Laboratory. 2-0-6. Prerequisite: CHEM 110.
Prerequisite or Corequisite: CHEM 222. An introduction to the study of the properties and preparation of organic
compounds. (40.0504)
PREREQUISITES/COREQUISITE: CHEM 110, CHEM 222
REQUIRED TEXTS AND OTHER MATERIALS:
1. James Zubrick, The Organic Chem Lab Survival Manual, A Student’s Guide to Techniques
2. Safety Goggles—Approved by instructor available in Bookstore
3. Notebook—bound, duplicating notebook with tear out sheets. Available in Bookstore
4. Laboratory Procedures available in Blackboard (be sure they are printed out before class).
REQUIRED SUPPLEMENTARY READINGS: Organic journal articles as assigned.
COURSE GOALS: The student will develop an understanding of and employ proper techniques used in organic
synthesis, data collection, product analysis, and documentation. The student will also develop skills in chemical
literature search and critical analysis of relevant chemical literature.
STUDENT OUTCOME OBJECTIVES:
At the end of this course the student will be able to
 Synthesize various organic compounds
 Identify organic compounds using infra-red spectroscopy, thin-layer chromatography, gas chromatography,
and nuclear magnetic resonance
 Identify organic compounds using traditional wet chemistry techniques.
 Prepare scientific reports utilizing chemical journal articles
 Discuss critical analyses of chemical journal articles
COURSE CONTENT: Schedule of Experiments
(Reading assignments from Zubrick in parentheses.)
Day
Experiment
25 January
Solventless Aldol (ch. 1-4, 7, 9,
11, 13; pp. 88-93)
Greener Bromination of EStilbene (pp. 146, 203-4)
NMR (ch. 35) and GC (ch. 32)
No Class
Dehydration (ch. 10) and IR (ch.
34)
Synthesis and Recrystallization
of Adipic Acid*
Midterm
Oxidative Coupling of Alkynes:
Glaser-Eglinton-Hay Coupling
(ch. 21, 28)
1 February
8 February
15 February
22 February
1 March
8 March
15 March
Day
20 January
27 January
3 February
10 February
17 February
24 February
3 March
10 March
17 March
Experiment
Check In/Safety
Start Solid Phase Photochemistry
Start Ethanol from Molasses
Distillation of Ethanol from Molasses (ch.
19, 20, 34, 36)
NMR and GC
No Class
Synthesis and Recrystallization of Adipic
Acid
Finish Solid Phase Photochemistry
Liquid CO2 Extraction
Oxidative Coupling of Alkynes: GlaserEglinton-Hay Coupling
22 March
29 March
5 April
12 April
19 April
26 April
Friedel-Crafts Reaction:
Acetylation of Ferrocene
Electrophilic Aromatic
Iodination
No Class
Microwave Synthesis of
5,10,15,20Tetraphenylporphyrin (ch. 29)
Nucleophilic Substitution of
Fabric Dyes1
Review
24 March
31 March
Friedel-Crafts Reaction: Acetylation of
Ferrocene*
Biodiesel
7 April
14 April
No Class
Microwave Synthesis of 5,10,15,20Tetraphenylporphyrin
21 April
Combinatorial Chemistry2
28 April
Final Exam
3 May
Course Content: 1freshly washed 100% cotton material or T-shirt required by each student
2
samples require 24 hours incubation so each student will be required to return the next day (not class day) to view the plates
*Formal reports on adipic acid, acetylferrocene
COURSE REQUIREMENTS:
All students will perform all experiments using proper safety practices.
Notebook: 20 points/experiment
15 experiments
Formal report: 50 points/experiment
2 experiments
Midterm Exam
Final Exam
METHOD OF EVALUATION:
A straight percentage is used to determine grade.
A = 90%
B = 80%
C = 65%
300 points
100 points
50 points
50 points
D = 55%
MAKE-UP POLICY:
No make-ups are allowed for the experimental or discussion portion of the class. Late laboratory reports will be
deducted 5 points per day (including weekends).
ATTENDANCE POLICY:
Attendance is mandatory. This is a laboratory class. You must be present to complete the requirements. If you
miss one (1) laboratory with an excused absence I will recalculate grade. Unexcused absences result in a zero for
that experiment.
ACADEMIC HONESTY POLICY: Any student found cheating, including plagiarism, will be subject to the penalties
as stated in the Student Code of Conduct handbook; including but not limited to a score of zero on exam, review or
report, expulsion from the class or expulsion from the University.
SEMESTER WITHDRAWALS : The last day to withdraw from the class with a “W” is Wednesday 31 March 2010.
ACADEMIC DISABILITIES POLICY: If you have a documented disability that requires assistance, you will need to
register with the Office of Disability Services for coordination of your academic accommodations. The Office of
Disability Services is located in Peltier Hall, Room 100-A. The phone number is (985) 448-4430 (TDD 449-7002).
ACADEMIC GRIEVANCES. The proper procedure for filing grade appeals or grievances related to academic matters
is listed in Section 5 of the Code of Student Conduct and at he following link:
http://www.nicholls.edu/documents/student_life/code_of_conduct.pdf .
CONTINUED LEARNING FOLLOWING AN EXTREME EMERGENCY:
In order to make continued learning possible following an extreme emergency, students are responsible for:
 reading regular emergency notifications on the NSU website;
 knowing their Blackboard (or designated system) student login and password;
 knowing how to use and access Blackboard (or university designated electronic delivery system);
 being familiar with emergency guidelines;
 evacuating textbooks and other course materials;
 contacting faculty regarding their intentions for completing the course.
Faculty are responsible for:
 their development in the use of the Blackboard (or designated) software;
 having a plan for continuing their courses using only Blackboard and email;
 continuing their course in whatever way suits the completion of the course best, and being creative in the
continuation of these courses;
 making adjustments or compensations to a student's progress in special programs with labs, clinical
sequences or the like only in the immediate semester following the emergency.
CLASS DISRUPTIONS: The use of cellular phones, pagers or any other electronic personal devices is prohibited in
class. Any infractions will result in class being dismissed and experiments considered over.
This includes but not limited to
 using your phone as timer—get a watch or I will supply stopwatches if needed,
 going to the hallway while a experiment is ongoing to check on texts.
 texting or calling or receiving incoming calls or texts
 receiving alerts regarding incoming texts or calls
 using phone as alarm system.
NOTEBOOK
Notebooks must be written legibly to avoid loss of points.
Prelab Due before beginning the experiment.
 TITLE
 DATE
 PURPOSE Describe what is expected of the laboratory. This should be only one or two sentences, in your own
words--do not copy from the manuals.
 PROCEDURE A flow diagram is best. Abbreviated version of what you will be doing. Read the lab and be
familiar with what will be happening. Summarize the steps.
 DATA TABLE Listing of all of the reagents and solvents used in the experiment. List in table form only.
mass used
reagent or
molecular
moles used
melting
boiling
solubility in
or
density
product
weight
or produced
point
point
solvents used.
produced
 CHEMICAL EQUATIONS Write all of the major chemical reactions and side reactions for the experiment.
Include the amounts called for in the experiment (which is the limiting reagent?) and the theoretical yield. Not
necessary for the distillation, melting point, or crystallization experiments.
You may not begin the experiment until the prelab section is completed and checked by instructor.
Postlab
 OBSERVATIONS All data and everything that occurs in lab as it happens. Colors, smells, amounts used, mixing,
temperatures, apparatus used, time for reaction, spills if they occur etc. Draw pictures if appropriate, use
tables, graphs, equations, etc. Record details such as Instrument name and maker, model number and serial
number, chemical manufacturer, grade, lot number, expiration date, etc. This section cannot be too long.
Spectra are also to be included with this section. Due at the end of lab.
 CALCULATIONS Theoretical yield, Percent Yield, Atom Economy, Economical Analysis
 POST LAB QUESTIONS: Answer the post lab questions that are listed at the end of each experiment.