Flask Logo Organic Chemistry at CU Boulder

CHEM 3361: Majors Laboratory for Organic Chemistry I

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 addition to carbonyls, acyl substitution, elimination, stereochemistry of alkene additions, reduction, and oxidation. 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.

TA office hours and emails are posted here.

LabDayTimeLocationTA
301TR10:00 AMEKLC M1B35Brianna Callahan
311TR1:30 PMEKLC M1B35Garrett Cairo

Experiment Schedule

Dates Experiment Bring Quiz Notes
Tue Jan 14 Lab Check-in & Exp. 1: Lab Safety & IR Spectroscopy Experiment Manual Yes Be sure to read the safety chapter in the handbook before lab. In case you haven't purchased the lab books yet, Experiment 1 and the safety chapter are available as PDFs. This Lab Safety Movie may also help.
IR Tutorial
Thu Jan 16 Exp. 2: NMR Spectroscopy (nothing) No Chapter 18 & Chapter 20 in the Lab Handbook and Chapter 13 in Loudon; Spectroscopy Tutorial and NMR Theory Tutorial on this web site.
The in-class Spectroscopy Worksheet (in the experiment manual) is due before you leave today. The Spectroscopy Homework is due later. Download this file and print the pages you are assigned.
Tue Jan 21 Exp. 3: Modeling Conformations, ChemDraw & Excel Completed Spectroscopy Homework, laptop if you have one Yes (NMR quiz) You can check out a model set if you don't have one. You can also save time by downloading and installing ChemDraw ahead of time.
Thu Jan 23 Exp. 4: Practical NMR Completed Exp. 3, laptop if you have one No You will need to download and install MestreNova. NMR data files can be downloaded for this lab.
Tue Jan 28 Exp. 5: Thin Layer Chromatography and Melting Point Prelab Yes (SQ Answers) This is the first experiment this term that has a full lab report associated with it. Be sure to print a copy of the lab report rubric and attach it to your lab report when you turn it in at the next lab session.
TLC procedure and more
Melting points
Melting point movie (10:45 into the Crystallization movie)
Experiment 5 and the Handbook chapters on Writing Lab Reports, Thin Layer Chromatography, and Melting Points are available as PDFs.
Thu Jan 30 Exp. 6: Extraction Prelab Yes (SQ Answers) Extraction procedure
Extraction movie
Remember to save the product from this lab for the next lab.
Experiment 6 and the Handbook chapters on Extraction, Filtration, Solvent Removal, and Drying Organic Solutions are available as PDFs.
Tue Feb 4 Exp. 7: Recrystallization Prelab Yes (SQ Answers) Recrystallization movie
Recrystallization procedure
Experiment 7 and the Handbook chapter on Recrystallization are available as PDFs.
Thu Feb 6 Exp. 8: Distillation Prelab Yes (SQ Answers) Distillation procedure GC Movie
Experiment 8 and the Handbook chapters on Distillation and Gas Chromatography are available as PDFs.
Tue Feb 11 Exp. 17: Microscale Column Chromatography Prelab Yes (SQ Answers) See the section on how to run a flash column in the Column Chromatography Section.
Experiment 17 and the Handbook chapter on Column Chromatography are available as PDFs.
Thu Feb 13 Exp. 25: Recrystallization of an Unknown Prelab Yes (SQ Answers) Experiment 25 is available as a PDF.
Tue Feb 18 Exp. 18: Identification of Unknowns, day 1 Prelab Yes (SQ Answers) Identification of Unknowns rubric
A visual guide to this lab
NMR spectra for all compounds
Experiment 18 is available as a PDF.
Thu Feb 20 Exp. 18: Identification of Unknowns, day 2 (nothing) No The ID of Unknowns paper is due three lab periods from now.
Tue Feb 25 Exp. 26: TLC of Reactions Prelab Yes (SQ Answers) Experiment 26 is available as a PDF.
Thu Feb 27 Exp. 27: Advanced Spectroscopy Laptop if you have one No Experiment 27 is available as a PDF.
Tue Mar 3 Exp. 28: Chemical Literature Laptop if you have one, ID of Unknowns paper No Make sure to request a SciFinder account before the lab.
Experiment 28 is available as a PDF.
Thu Mar 5 Exp. 29: Computational Chemistry Laptop if you have one No You can download and install the modelling programs, or they will be available on laptops in lab.
Experiment 29 is available as a PDF.
Tue Mar 10 Exp. 9: Isolation of Limonene Prelab Yes (SQ Answers) Experiment 9 is available as a PDF.
Thu Mar 12 Exp. 10: Modelling Chirality & Cycloalkanes No You can check out a model set if you don't have one.
Experiment 10 is available as a PDF.
Tue Mar 17 Exp. 11: Stereochemistry of Alkene Additions Prelab and worksheet No Instead of a prelab quiz, fill in the worksheet included with the lab.
Experiment 11 is available as a PDF.
Thu Mar 19 Exp. 30: Isolation of Natural Products Prelab Yes You will need to acquire the cited papers.
Experiment 30 is available as a PDF.
Tue Mar 24 - Thu Mar 26 No labs (Spring break)
Tue Mar 31 Exp. 13: Oxidation of Alcohols Prelab Yes (SQ Answers)
Thu Apr 2 Exp. 19: Reduction of Ketones Prelab Yes (SQ Answers)
Tue Apr 7 Exp. 20: Wittig Reaction Prelab Yes (SQ Answers)
Thu Apr 9 Exp. 21: Grignard Dyes Prelab, ID of Unknowns paper Yes (SQ Answers)
Tue Apr 14 Exp. 22: Liquid Crystals Prelab Yes (SQ Answers)
Thu Apr 16 Exp. 23: Fischer Esterification Prelab Yes (SQ Answers) NMR spectra of all 5 esters. Note that these are for the methyl esters, not the ethyl esters, so you will have to keep this in mind when comparing your own spectra.
Tue Apr 21 Lab Check-out & Final Quiz Yes For the final quiz, you should review the study questions, worksheets and prelab quizzes.