CHEM 3001 Laboratory Manual

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SYLLABUS
CHEM 2001 ORGANIC CHEMISTRY LAB
Fall 2012
Instructor:
Dr. C.A. Hansen
Phone, Office, Email: (940) 397-4285
Bolin Science Hall 307C
chris.hansen@mwsu.edu
Office Hours:
MWF 9-11
TR 9-11
Text(s):
-CATALYST- Organic Chemistry I and II.
-Laboratory Research Notebook, 1994, Jones and Bartlett
Publishers, Inc., MA, ISBN 0-86720-877-5.
-Approved Safety Goggles for wearing in lab.
-Laboratory Marker (Sharpie)
Prerequisites:
CHEM 1241 and concurrent enrollment in CHEM 2003
Grading Procedure:
Lab reports:
Lab quizzes:
Lab final:
Attendance Policy:
55%
15%
30%
Attendance is expected as stated in the Student Handbook.
General Education Statement:
Students in this course must demonstrate their competency in written
communication, some fundamental math skills, and basic use of computers through
exams and written reports
Course Content:
This class provides laboratory experiments to accompany CHEM 2003. You will
learn separation and purification techniques and quantitative methods in organic
chemistry. You will also be introduced to organic synthesis.
1
2
Laboratory Schedule for Fall 2012:
Date
Exp.
#
Topic
Quiz
Techniques Pages
Yes
or no
Week of
27-Aug
Laboratory Check-In, Safety
4-Sep
1
10-Sep
2
17-Sep
3
24-Sep
4
1-Oct
5
8-Oct
6
15-Oct
7
22-Oct
8
29-Oct
9
5-Nov
10
12-Nov
10
26-Nov
Equipment and Techniques.
OP 1, 4, 5, 18
Crystallization
OP 7, 8, 10, 28, 33
Extraction
OP 18, Appendix
Thin Layer Chromatography
OP 22
Alkyl Halides from alcohols
OP appendix, 34, 39, Klein Chap. 7
Nucleophilic Substitution Reactions
Klein Chap. 7
Methylcyclohexene
OP 30, 39, Klein Chap. 8
Preparation of Adipic Acid
OP 15, 16, Klein Chap. 9
Preparation of 9-Fluorenol
Wade, Chap. 13
Grignard Reaction
Wade, Chap. 13
Grignard (continue)
yes
yes
yes
yes
yes
yes
yes
yes
yes
yes
no
Laboratory Clean-up and Check-Out
Comprehensive Written Final Exam
3
Laboratory Polices and Information:
Lab Reports: Lab reports will be STAPLED and turned in to the instructor. Prelab
reports are due at the start of the lab. Once a lab is complete you will turn in a post lab
and take a quiz over that lab the following lab period.
Quizzes: At the end of each tutorial there will be a quiz over the material from the week
before. The quizzes will cover the experimental techniques used in lab, the procedure,
and the reactions from the lab.
Laboratory Safety: Safety Goggles Must Be Worn in the lab at all times. The rules in lab
will be discussed in the first class period.
Laboratory Notebooks and Reports:
Laboratory notebooks contain a top original copy and a carbon copy. Always tear out the
bottom carbon copy to turn in.
All entries in your notebook should be in ink and legible.
Your notebook should be detailed enough for another person to follow.
Always include name, date, lab number, etc. on the top of every page.
Each new experiment should begin with a new page.
In the lab notebook you should record actual measurements.
Include calculations, yields, and physical observations for your end products.
4
Write-up Procedures
Pre-Lab consists of sections 1-4.
Post Lab consists of sections 5-8.
Pre labs are to be turned in prior to the start of the experiment.
Post labs are due the following lab period after experiment is complete.
For the Pre Lab write-up (Always include name, date, lab number, etc. on the top of
every page):
1. Main Idea. Write a brief sentence or two describing what you expected to learn or to
accomplish along with a reaction (If applicable).
2. Reaction(s). Include all possible reactions that might occur in the lab for that week.
If there is no reaction then write there are no reactions for this lab.
3. Table of physical constants. Include a Table of Physicals Constants which should
include name of chemicals used or synthesized, MW, mp/bp, density, structure, and any
special hazard/cautionary notes.
4. Prelab questions
Two web sites that will assist in chemical property data collection are listed below.
http://www.chemexper.com/
http://chemfinder.cambridgesoft.com/
Below is a web site for structures which can be used to obtain spectroscopic data
http://www.aist.go.jp/RIODB/SDBS/cgi-bin/direct_frame_top.cgi?lang=eng
For the Post lab write-up (Always include name, date, lab number, etc. on the top of
every page):
5. Data and observations. This is the procedure section. As you perform your lab write
down in your lab book the methods you are doing and data you are obtaining. For any
melting or boiling point that you measure, the literature value should also be reported.
The spectra obtained should be labeled and stapled (IR, NMR, UV) to the back of your
report.
6. Calculations. This section must include all calculations. Be sure to label all
calculations clearly.
7. Conclusions. This is especially important for investigative type experiments. Discuss
results obtained with respect to anticipated findings, any errors that may have caused
your results to deviate from what was expected, and any side reactions that may have
decreased yields. Summarize what you learned. Discuss your data!!!!!!!!
8. Post lab Questions. Answer the post lab questions from the experiment.
5
EQUIPMENT FOR THE ORGANIC LABORATORY DRAWER
Contents of Drawer
Contents of MicroWare Box
ITEM DESCRIPTION
Beaker 50 mL
COST
$1.75
Beaker 100 mL
$1.80
Adaptor, Claisen,
$21.74
Beaker 150 mL
$1.65
Adaptor, thermometer
$13.68
Beaker 250 mL
$1.75
Bulbs, amber (3)
$.72/ ea
Brush, test tube, micro
$1.95
Condenser, water jacketed
$27.05
Brush, test tube, small
$1.95
Conical vials, 3 mL (2)
$9.54 /ea
Centrifuge tube, glass w/lid
$0.75
Conical vials, 5mL(2)
$9.54 /ea
Clamp 3 prong with holder
$62.90
Drying tube,
$10.75
Erlenmeyer flasks: 25(2) mL $2.00/ea
Erlenmeyer flasks, 10 mL (2)
$8.74/ea
Erlenmeyer flasks: 50 (2) mL $2.00/ea
Hickman still, with sidearm
$26.33
ITEM DESCRIPTION
COST
Erlenmeyer flasks: 125 mL
$2.10
Hirsh funnel, with stopper
$30.19
Filter flask, 25mL
$12.16
Round bottom flask, 10 mL
$10.46
Filter flasks, 125 mL
$16.00
Spin vane, Teflon
$9.15
Funnel, glass stem less
$3.70
Spatula, double ended
$14.21
Funnels, plastic
$0.30
Spatula, micro
$8.45
Graduated cylinder, 10 mL
$8.10
Stirring rod
$.50
Graduated cylinder, 25 mL
$8.10
Storage box
$15.12
Test tubes: 13 X 100 mm (6) $.20/ea
Syringe, glass
$18.30
Test tubes: 18 X 150 mm (6) $.35/ea
Thermometer
$24.87
Test tube holder
$9.10
Tongs, crucible
$9.81
Thermometer , digital
$37.5
Watch glasses: (2)
$ 1.50/ea
Revised 05/10
6
Laboratory Safety
1. Wear approved eye protection in the laboratory continuously. This means eye
covering which will protect both against impact and splashes. (If you should get a
chemical in your eye, wash with flowing water from a sink or fountain for 15-30 min.)
2. Perform no unauthorized experiments.
3. In case of fire or accident, call instructor at once. (Note location of fire extinguisher
and safety shower now so that you can use them if needed. Wet towels are very efficient
for smothering fires.)
4. You must go to the infirmary for treatment of cuts, burns, or inhalation of fumes.
(Your instructor will arrange for transportation if needed.)
5. Do not taste anything in the laboratory. (This applies to food as well as chemicals.
Do not use the laboratory as an eating place and do not eat or drink from laboratory
glassware.)
6. Exercise great care in noting the odor of fumes and avoid breathing fumes of any kind.
7. Do not use mouth suction in filling pipettes with chemical reagents. (Use a suction
bulb)
8. Do not force glass tubing into rubber stoppers. (Protect your hands with a towel when
inserting tubing into stoppers.)
9. Confine long hair when in the laboratory. (Also, a laboratory apron is essential when
you are wearing easily combustible clothing. Such an apron affords desirable protection
on all occasions.)
10. No open-toed shoes will be allowed in the laboratory.
11. Never work in the laboratory alone.
12. No smoking or other use of tobacco products in the laboratory.
13. Failure to adhere to rules will result in immediate dismissal from laboratory. I have
read the above rules. I have participated in a safety orientation, and I will observe all of
the safety rules of my chemistry course.
_____________________________________
Name (printed)
________________________
Date
_____________________________________
313
____________
Signature
Room #
Drawer #
7
Equipment for the Organic Laboratory
Name (print)____________________________________ Day ________
Contents of Drawer
Item Description
Beakers: 50, 100, 150, 250 mL
Brushes, test tube, micro and small
Centrifuge tube, glass w/lid
Clamp 3 prong with holder
Erlenmeyer flasks: 25(2), 50 (2), 125 mL
Filter flasks: 25, 125 mL
Funnels: glass stem less, plastic
Graduated cylinders: 10, 25 mL
Test tubes: 13 X 100 mm (6), 18 X 150 mm (6)
Test tube holder
Tongs, crucible
Thermometer , digital
Watch glasses: (2)
Check
in
Check
out
Cost
Check
in
Check
out
Cost
Contents of Microware Kit
Item Description
Adaptor (2): Claisen, thermometer
Bulbs, amber (3)
Caps, Green (7)
Condenser, water jacketed
Conical vials: 3 mL (2), 5mL(2)
Drying tube,
Erlenmeyer flasks, 10 mL (2)
Hickman still, with side arm cap and septum
Hirsh funnel, with stopper
O-rings (5)
Round bottom flask, 10 mL
Septa, Teflon coated (5)
Spin vane, Teflon
Spatulae: double ended, micro
Stirring rod
Syringe, glass
Thermometer
Total cost for lost or broken items
NC
NC
NC
$
(Complete bottom portion when checking out of lab)
Student Signature _________________________ TA Signature_________________
Mustang ID No. __________________________ Date _______________________
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