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.

302MW1:00 PMEKLC M1B35Chance Brandt
312MW5:00 PMEKLC M1B35Tianyi Yang
322TR9:00 AMEKLC M1B35Yiming Hu
332TR1:00 PMEKLC M1B35Matthew Farmer

Schedule for Spring 2018

Dates Experiment Bring Quiz Notes
Mon Jan 15 - Fri Jan 19 No labs (Week of MLK Day)
Mon Jan 22 - Tue Jan 23 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 as PDFs. This Lab Safety Movie may also help.
IR Tutorial
Wed Jan 24 - Thu Jan 25 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.
Mon Jan 29 - Tue Jan 30 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.
Wed Jan 31 - Thu Feb 1 Exp. 4: Practical NMR Laptop if you have one No You will need to download and install MestreNova. NMR data files can be downloaded for this lab.
Mon Feb 5 - Tue Feb 6 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)
Wed Feb 7 - Thu Feb 8 Exp. 6: Extraction Prelab Yes (SQ Answers) Extraction procedure
Extraction movie
Remember to save the product from this lab for the next lab.
Mon Feb 12 - Tue Feb 13 Exp. 7: Recrystallization Prelab Yes (SQ Answers) Recrystallization movie
Recrystallization procedure
Wed Feb 14 - Thu Feb 15 Exp. 8: Distillation Prelab Yes (SQ Answers) Distillation procedure GC Movie
Mon Feb 19 - Tue Feb 20 Exp. 17: Microscale Column Chromatography Prelab Yes (SQ Answers) See the section on how to run a flash column in the Column Chromatography Section.
Wed Feb 21 - Thu Feb 22 Exp. 25: Recrystallization of an Unknown Prelab Yes (SQ Answers)
Mon Feb 26 - Tue Feb 27 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
Wed Feb 28 - Thu Mar 1 Exp. 18: Identification of Unknowns, day 2 (nothing) No The ID of Unknowns paper is due three lab periods from now.
Mon Mar 5 - Tue Mar 6 Exp. 26: TLC of Reactions Prelab Yes (SQ Answers)
Wed Mar 7 - Thu Mar 8 Exp. 27: Advanced Spectroscopy Laptop if you have one No
Mon Mar 12 - Tue Mar 13 Exp. 28: Chemical Literature Laptop if you have one, ID of Unknowns paper No Make sure to request a SciFinder account before the lab.
Wed Mar 14 - Thu Mar 15 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
Mon Mar 19 - Tue Mar 20 Exp. 9: Isolation of Limonene Prelab Yes (SQ Answers) You will need the Handbook supplements on Green Chemistry and Optical Activity and Polarimetry.
Wed Mar 21 - Thu Mar 22 Exp. 10: Modelling Chirality & Cycloalkanes No You can check out a model set if you don't have one.
Mon Mar 26 - Fri Mar 30 No labs (Spring break)
Mon Apr 2 - Tue Apr 3 Exp. 11: Stereochemistry of Alkene Additions Prelab and worksheet No Instead of a prelab quiz, fill in the worksheet included with the lab.
You will need the Handbook supplement on Green Chemistry.
Wed Apr 4 - Thu Apr 5 Exp. 30: Isolation of Natural Products Prelab Yes This experiment is not in the experiment manual, but it is available here as a PDF: Experiment 30.You will need to acquire the cited papers.
Mon Apr 9 - Tue Apr 10 Exp. 13: Oxidation of Alcohols Prelab Yes (SQ Answers)
Wed Apr 11 - Thu Apr 12 Exp. 19: Reduction of Ketones Prelab Yes (SQ Answers)
Mon Apr 16 - Tue Apr 17 Exp. 20: Wittig Reaction Prelab Yes (SQ Answers) You will need the Handbook supplements on Green Chemistry and NMR Coupling Constants.
Wed Apr 18 - Thu Apr 19 Exp. 21: Grignard Dyes Prelab, ID of Unknowns paper Yes (SQ Answers) You will need the Handbook supplement on UV-Visible and Fluorescence Spectroscopy.
Mon Apr 23 - Tue Apr 24 Exp. 22: Liquid Crystals Prelab Yes (SQ Answers)
Wed Apr 25 - Thu Apr 26 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.
Mon Apr 30 - Fri May 4 Lab Check-out & Final Quiz Buff Onecard Yes For the final quiz, you should review the study questions, worksheets and prelab quizzes.