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This lab course is for chemistry majors. Biochemistry majors are encouraged, but not required, to take this course. Non-chemistry majors can also take this course if they wish. This course meets twice a week and is worth 2 credit hours.
A large part of Chem 3361 is spent learning the theory behind and practicing the techniques of organic chemistry: chromatography, distillation, extraction, and crytallization. Since the labs meet twice as often as Chem 3321, this course goes into more depth and provides more practice in these techniques than does the non-majors course. Once the techniques are mastered, they are applied to study reactions in organic chemistry, including halogenation, nucleophilic substitution, epoxidations, preparation of alkenes, stereochemistry of alkene additions, and hydration of an alkyne. Both IR and NMR spectroscopy are studied and applied to the identification of unknown compounds. Two laboratory periods are devoted to working with molecular model sets to study nomenclature, conformational analysis, and stereochemistry.
The 3361 Lab Manual is titled "Experiments for Organic Chemistry, 3361, Fall 2009." It is sold in a shrink-wrapped package in the CU Bookstore. If you lose/forget/prefer not to purchase this Manual, you can use the PDF versions available online:
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| Dates | Experiment | Bring | Quiz | Notes |
| Aug 31, Sept 1 | Intro to Lab, Check-in | (nothing) | none | Lab Safety |
| Sept 2, 3 | Molecular Models: Conformational Analysis | Model Set | Safety Quiz | Answers to the Conformational Analysis of Alkanes exercise. |
| Sept 7, 8 | No labs (Holiday Sept 7) | blank | blank | blank |
| Sept 9, 10 | Crystallization of p-Anisic Acid | prelab | Crystallization | Crystallization Procedure
Movie showing how to take a melting point - 10min 45 sec into the Crystallization movie. |
| Sept 14, 15 | Crystallization of an Unknown | prelab | none | blank |
| Sept 16, 17 | Distillation, simple | prelab | Dist/GC | Distillation Procedure |
| Sept 21, 22 | Distillation, fractional | (nothing) | none | blank |
| Sept 23, 24 | e-Resources introduction | (nothing) | none | You have until Oct 8, 9 to complete the e-Resources Exercise. |
| Sept 28, 29 | Extraction |
prelab |
Extraction | Extraction Procedure |
| Sept 30, Oct 1 | Extraction (con't) | answer the second set of study questions | none | e-Resource Exercise is due. |
| Oct 5, 6 |
TLC I |
prelab |
TLC Procedure | |
| Oct 7, 8 | Thin Layer Chromatography II | prelab |
blank |
|
| Oct 12, 13 | Molecular Models: Stereochemistry and Conformational Analysis of Cyclohexanes | model set | none |
Link to Molecular Models 2 (Stereochemistry) file in case you want to look it over before lab. Printed copies will be handed out in lab. Answers to the Stereochemistry modeling exercise. Answers to the Conformational Analysis of Cyclohexanes modeling exercise. |
| Oct 14, 15 |
Column Chromatography |
prelab |
Column Chromatography
plus: a great link on cartenoids |
|
| Oct 19, 20 |
Stereochemistry of Alkene Addition Reactions |
filled in work sheet |
none |
Instead of a prelab quiz, fill in the worksheet for this experiment (in the Lab Manual). Answer key for this worksheet will be posted here after the due date. |
| Oct 21, 22 | Halogenation of Alkanes, GC MS demonstration | prelab | Halogenation | blank |
| Oct 26, 27 | Infrared Spectroscopy | (nothing) | none | Lab is an IR recitation; a worksheet is handed out in lab.
See the IR Tutorial. |
| Oct 28, 29 | Preparation of an Alkene | prelab | Alkene Prep | blank |
| Nov 2, 3 |
Preparation of an Alkyl Halide (Nucleophilic Aliphatic Substitution) |
prelab |
blank | |
| Nov 4, 5 |
Oxidation of a Diol |
prelab |
none |
blank |
| Nov. 9, 10 | Begin IR/NMR Spectroscopy Problems | Handbook, Lab Manual
(the problems are in the manual, or download here) |
none | Lab will be a recitation reviewing the theory of NMR and how to solve IR/NMR structural problems; problem set is in the Lab Manual.
Don't miss the Spectroscopy Tutorials and the Spectroscopy Problems on this site! Links! External Spectroscopy Links on the Study Aids page. There are some excellent tutorials and practice problems on the Web. |
| Nov 11, 12 | Reduction of Carbonyls | as per TA instructions, you will work in pairs or small groups | none | blank |
| Nov 16, 17 | Spectroscopy Problems Discussion and NMR instrument demonstrations. | Answers to the spectroscopy problems after the due date. | ||
| Nov. 18, 19 | ChemDraw, Check-out | nothing | none | blank |
| Nov 23-27 | Fall Break and Thanksgiving Holiday - no labs | |||
| Nov 30, Dec 1 |
Comprehensive Lab Quiz including Spectroscopy |
model set, calculator |
Spect., Comprehensive |
A review sheet is available, also do all the practice quizzes. |
Optional:
The texts in the above list as well as the lecture texts are available on reserve at the main circulation desk in the library.
Grading will be based on: your performances in the laboratory, prelab quizzes, lab notebooks, answers to molecular modeling and spectroscopy exercises, and the comprehensive quiz. The approximate breakdown of the grading scheme for 3361 is:
The technique grade reflects the student's preparedness for the lab, neatness, efficiency, ability to perform the experiments, ability to use the equipment properly, the product purity, and (to a lesser extent) the product yield. Prelab quizzes cover assigned reading, procedures, and Lab Manual Study Questions. The comprehensive quiz will be held in-class during the lab period scheduled for check-out. Refer to pages 7-8 in the Manual for a description of what is to be included in the notebook.
Unexcused absences will result in a grade of zero for the lab missed. No make-up labs will be allowed for unexcused absences. To have an absence excused, the student must:
Excused absences result in the averaging of the student's other lab grades and substituting this average grade for the lab missed. Missed labs must be made up if the student has missed more than 3 labs. To make up a lab, make arrangements with the Lab Coordinator. Students who cannot meet these requirements must either drop the course or obtain permission to take an incomplete.
Students who do not attend the first laboratory session may be dropped from the lab and the lecture if necessary to allow other students to enroll in the course. You cannot drop the lab portion of organic chemistry without dropping the lecture, and vice versa.
Note: you are not automatically dropped from lab if you do not attend, you will only be dropped if your space is required. Do not assume you will be dropped for non-attendence; if you want to drop a class, it is your responsibility to drop it yourself.
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