Welcome to Organic Chemistry Lab I
North Dakota State University, Fall Semester 1998


Instructor:

Professor Gregory R. Cook

Office:

Dunbar Hall 360A

Telephone:

231-7413

Email:

grcook@plains.nodak.edu

World Wide Web:

http://www.ndsu.nodak.edu/instruct/grcook/chem341/

Office Hours:

Monday and Wednesday (9:00-10:00 am) or by appointment. Students are encouraged to utilize TA office hours as well.


Lab Sections

Teaching Assts

Office Hours

Room

Phone

Sec 5, R 11a; Sec 8, T 11a

Scott Erickson

Tuesdays, 10-11 am

Dunbar 362

231-7117

Sec 6, R 11a

Paul Jarski

Mondays, 10-11 am

Ladd 202

231-9745

Sec 1, T 2p; Sec 7, R 2p

Mei Liu

Thursdays, 10-11 am

Dunbar 350

231-8729

Sec 2, T 2p; Sec 4, W 2p

Keith Pararajasingham

Fridays, 9-10 am

Dunbar 362

231-7117

Sec 3, W 2p; 396, R 2p

Gary Stolzenberg

Wednesdays, 10-11:30 am

Ladd 208

231-7142


Required Text:

"Introduction to Organic Laboratory Techniques" Third Ed., Pavia, Lampman, Kriz.


DESCRIPTION:

Introduction to basic laboratory techniques including separation, purification, and identification of simple organic compounds. Designed to reinforce the Chem 341 lecture.

GRADING:

 

Grades will be assigned based on lab reports (825 pts, 82.5%), a short exam given on the last day of lab (100 pts, 10%), and a subjective evaluation of your performance by the TA (75 pts, 7.5%). Missing four or more labs will automatically result in a grade of F. Letter grades will be assigned according to the following percentiles (subject to change):

A

90 - 100

B

80-89

C

70-79

D

60-69

SAFETY:

Safety in the chemistry laboratory is serious issue. Please abide by the following safety guidelines. Anyone not adhering to these guidelines will be asked to leave the lab and will receive 0 points for the week. Repeated neglect of safety regulations (3 or more times) will result in failure of the course.

  • Safety goggles must be worn at all times while in the laboratory.
  • Contact lenses must not be worn in the lab. Solvent vapors can get trapped behind hard lenses and remain in contact with your eyes for extended periods. Soft lenses can dissolve and be fused to your eyes. This is not pleasant. Please wear your goggles.
  • Absolutely no food or beverages are allowed in the labs.
  • To avoid skin exposure in case of spills, shorts and open toed shoes (sandals) are not allowed.
  • Chemicals in the lab should be treated with respect. Although the experiments are designed to minimize the use of harmful chemicals, don't assume anything. It is good practice to treat any material in the lab as if it were hazardous. You should avoid breathing vapors. Keep liquids and solids from contacting your skin. Work carefully to avoid breakage and spillage.

NOTEBOOKS:

You will need a bound notebook which can make carbon copies. During the lab, you will record all data, observations, reagent amounts, etc., in permanent ink. The TA will collect the carbon copies at the end of each lab period for that day's activity.

LAB REPORTS:

Laboratory reports will be due at the next lab session. They can be typed or neatly handwritten. Late reports will lose ten points for each day it is late. Your reports should include the following:

  • Introduction - the purpose of the lab and any pertinent methods should be briefly stated.
  • Experiment Scheme - a drawing of the reaction or scheme that was carried out. It is helpful to assign a number to each structure to refer to in the text of the report.
  • Data - all data recorded during the experiment. You should put this in tabular form. Include the molecular weight, equivalents, and amounts of all reagents and products. All physical data such as melting/boiling points should be included, as well as calculated theoretical and actual yields.
  • Discussion - you should discuss how your results demonstrate (or don't) the objectives of the experiment. You should make conclusions about your results and discuss how they could be improved.
  • Questions - answer the problems assigned for each experiment.

Special Needs:

All students have the right to an environment that is conducive for learning. Any students who need special accommodations for learning or who have special needs are invited to share these concerns or requests with the instructor as soon as possible.

Academic Responsibility:

The policy applied is that of the Code of Academic Responsibility and Conduct as outlined on pp. 29-30 of "A Code of Student Conduct" (Office of the Vice President for Student Affairs, July, 1993).


SCHEDULE OF EXPERIMENTS
Week
Exp #
Page
Problems
Title
Aug 31
---
---
---

Check in and safety - Simple Distillation

Sep 7
3
43
1,4

Synthesis of Acetominophen

Sep 14
4
46
see belowý

TLC Analysis of Analgesic Drugs

Sep 21
6
62
5,8

Isolation of Caffeine from Tea

Sep 28
10
89
1,4

Synthesis of Isopentyl Acetate

Oct 5
handout
---
see handout

Gas Chromatographic Analysis of Isopentyl Acetate

Oct 12
27
201
2,3

Dehydration of Cyclohexanol

Oct 19
18C
144
1, see belowýý

Extraction of Oil of Cinnamon by Steam Distillation

Oct 26
24A,B
178
1,7

Competitive Nucleophiles I and II

Nov 2
34
252
1,3

Methyl Orange

Nov 9
handout
---
see handout

Deducing a Reaction Mechanism (Wed. sections will do this Nov 25)

Nov 16
handout
---
see handout

HPLC Analysis of Pharmaceuticals

Nov 23
---
---
---

No Labs, Thanksgiving week EXCEPT WEDNESDAY SECTIONS

Nov 30
handout
---
handout

N-Acetylanthranilic acid - Triboluminescence

Dec 7
---
---
---

Exam - Check out

Note change in schedule - Dehydration experiment has been moved up to Oct 12!

Wednesday Lab Sections will make up the Reaction Mechanism lab from Nov 11, which is a holiday.

Additional Problems (answer these instead of the problems in your text)

ý 1) Why is it important to use a closed developing chamber rather than an open beaker for running a TLC separation?
2) Why is it important to visualize the spots with BOTH uv illumination AND iodine?

ýý 2) What is the purpose of making a derivative?

- Dr. Cookemail

 

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Copyright 1998
Gregory R. Cook