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CHEM 3381: Majors Laboratory for Organic Chemistry II

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.

Chem 3381 covers some of the same material as does Chem 3341, as well as a Wittig reaction, a Grubbs metathesis, an aromatic multi-step sequence lab that covers three lab periods, and synthesis of frambinone that uses aldol condensation and catalytic hydrogenation. Chem 3381 also includes two independent projects: one week of natural product isolation, and three weeks of a synthesis project. Chem 3381 students routinely submit samples to be run on the Varian 300 NMR and work up their own NMR data.

LabDayTimeLocationTA
401MW1:00 PMEKLC M1B35Jessica Burl
421TR9:00 AMEKLC M1B35Tianyi Yang

Schedule for Spring 2017

Dates Experiment Bring Quiz Notes
Jan 16-20 Labs will not meet.
Jan 23-24 Lab check-in & NMR Review (nothing) No If you don't remember NMR from OChem 1, read up on it ahead of time. These sources are helpful:
Chapters 18 & 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 and the Spectroscopy Homework are not due as part of this lab, but they may be helpful.
Jan 25-26 Exp. 33: Oxidation of a Diol Prelab Yes (SQ Answers)
Jan 30-31 Exp. 34: Large-Scale Column Chromatography Prelab Yes (SQ Answers)
Feb 1-2 Exp. 35: Alkyne Formation Prelab Yes (SQ Answers) A PDF version of the experiment is available here: Experiment 35.
Feb 6-7 Exp. 15: Diels-Alder Reaction Prelab Yes (SQ Answers)
Feb 8-9 Exp. 36: Aromatic Multistep Sequence, day 1 Prelab Yes (SQ Answers)
Feb 13-14 Exp. 36: Aromatic Multistep Sequence, day 2 (nothing) No
Feb 15-16 Exp. 36: Aromatic Multistep Sequence, day 3 (nothing) No
Feb 20-21 Exp. 18: Nucleophilic Aromatic Substitution Prelab Yes (SQ Answers) You will need the Handbook supplement on Microwave-Assisted Chemistry.
Feb 22-24 Exp. 37: Palladium Coupling Prelab Yes (SQ Answers) During this experiment, you will prepare the reaction for Grubbs Metathesis.
Feb 27-28 Exp. 38: Grubbs Metathesis Prelab Yes (SQ Answers)
Mar 1-2 Exp. 20: Reduction of Ketones Prelab Yes (SQ Answers)
Mar 6-7 Exp. 21: Grignard Dyes Prelab Yes (SQ Answers) You will need the Handbook supplement on UV-Visible and Fluorescence Spectroscopy.
Mar 8-9 Exp. 39: The Wittig Reaction Prelab Yes (SQ Answers) During this experiment, you will also start selecting your project for the Multistep Synthesis Project (Exp. 41). Read this experiment in advance and bring a laptop if you have one.
Mar 13-14 Exp. 22: Liquid Crystals Prelab Yes (SQ Answers)
Mar 15-16 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.
The materials request for the Multistep Synthesis Project is due.
During this experiment, you will prepare the reaction for Synthesis of Frambinone.
Mar 20-21 Exp. 40: Synthesis of Frambinone, day 1 Prelab Yes (SQ Answers)
Mar 22-23 Exp. 40: Synthesis of Frambinone, day 2 (nothing) No
Mar 27-31 Labs will not meet.
Apr 3-4 Exp. 41: Multistep Synthesis Project, day 1 Prelab No
Apr 5-6 Exp. 41: Multistep Synthesis Project, day 2 (nothing) No
Apr 10-11 Exp. 41: Multistep Synthesis Project, day 3 (nothing) No
Apr 12-13 Exp. 41: Multistep Synthesis Project, day 4 (nothing) No
Apr 17-18 Exp. 41: Multistep Synthesis Project, day 5 (nothing) No
Apr 19-20 Exp. 41: Multistep Synthesis Project, day 6 (nothing) No
Apr 24-25 Exp. 41: Multistep Synthesis Project Presentations, day 1 (nothing) No
Apr 26-27 Exp. 41: Multistep Synthesis Project Presentations, day 2 (nothing) No
May 1-2 Lab Check-out & Comprehensive Lab Quiz Buff Onecard Yes For the final quiz, you should review the study questions and prelab quizzes.