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Chemistry 2312H
Instructor: Thomas R. Hoye
Fall 2023
Honors Organic Chemistry Laboratory (5 cr)
Nearly all files are PDFs (active links are blue; files to be added later are white)
SYLLABUS Chem 2312, Fall 2023
HANDOUTS
Synopsis of Experiments #1-5 and Lab Report Due Dates (posted 8-29-23)
Lab Check-in Times and Round One (Week #1) Tutorial Schedules (posted 9-4-23)
Lab Notebook and Report Guidelines (posted 9-5-23)
Lab-open hours for Fall 2023 (posted 11 am, 9-5-23)
Hazardous (and non-Hazardous) Waste Handling Guidelines (posted 9-8-23)
NMR Data Retrieval and MNova Installation Instructions (posted 9-5-23)
Video prepared by Alex Guzman showing how to 1) Download NMR data from the NMR lab server and 2) Install MNova (reposted 9-8-23; note that the password changes every year)
MNova Installation Instructions for Mac (posted on 8-28-23)
MNova Installation Instructions for PC (posted 8-28-23)
Properties of Common Organic Solvents, ranked by polarity (posted 9-7-23)
Zip file of the 1H NMR spectrum of 3-chloroacetophenone (posted 8-28-23)
Zip file of the 13C NMR spectrum of 3-chloroacetophenone(posted 8-28-23)
YouTube Videos for NMR, IR, and MS (posted 9-14-23)
Instructions for installing Citrix Receiver (via Apps To Go) for accessing IRTutor, ChemDraw, and Chem 3D applications (posted 9-14-23)
Links to Technique Videos (posted 9-13-22)
Link to "Video: Mini-lab tour for undergraduate organic labs" at the Departmental NMR lab website (posted 9-14-23)
NMR Spectroscopy Tutorial (website from the Khan Academy; posted 9-14-23)
Infrared Spectroscopy Theory (PDF from U Colorado; posted 9-14-23)
Round Two (Weeks 3/4) Tutorial Schedule master (posted 09-19-23)
Vacuum Distillation Instructions (posted 09-21-23)
Ozone Generator Instructions (posted 09-26-23)
Spectroscopies Worksheet #1 (posted 9-26-23)
Epoxyphenoxypropane-161014 NMR Zipped Folder (posted 9-26-23)
Benzyl glycidyl ether-161014 NMR Zipped Folder (posted 9-26-23)
Instructions for Accessing Maestro at MSI via Open OnDemand (a Linux desktop emulator) (posted 9-26-23)
Notes on Computing Menthone Equilibrium Values (posted 9-28-23)
Template (2 page PDF) for Creating Your Excel Spreadsheet for the Menthone Boltzmann Equilibrium Values (posted 9-28-23)
Coupling Constant Analysis; J. Org. Chem. 2002, 67, 4014–4016 (posted 10-29-23)
Coupling Constant Analysis from PPoint lecture on 10-18-22 (posted 10-18-22)
Coll Czech Chem Comm '89 151-159 (posted 10-7-21)
X-ray structure .pdb file of the atomic co-ordinates of the amide structure (posted 10-4-23): see Experiment #3 for instructions on how to view (via iCn3D, on a web browser)
Zip file of the 1H NMR spectrum of a bromofluorotoluene (of a different substitution pattern of your 10) (posted 10-10-23)
Zip file of the 13C NMR spectrum of the same bromofluorotoluene (of a different substitution pattern of your 10) (posted 10-10-23)
MNova file of the 1H NMR spectrum of your starting material 10 in C6D6 (posted 10-10-23)
Spectroscopies Worksheet #2 -- OPTIONAL (posted 11-4-22)
MNova file of isomenthone 1D and 2D spectra (posted 11-4-22)
Slide clip from Mosher Ester discussed in class 10-22-20 (posted 10-22-20)
2312 Report Grading Rubric Guidelines (posted 10-29-23)
"Peer-TA Advice" for Reports and Experiments 3-5 (posted 10-29-23)
Brief Introduction to 2D NMR Spectroscopy (posted 10-29-23)
EXPERIMENTS
Exp 1. Ketone Reduction (posted 9-5-23)
Exp 2. Ozonolysis (of beta-Pinene) and Hydrogenation (of Pulegone) (posted 9-20-23)
Exp 3. Ester Enolate Alkylation/Saponification/DCC Amide Coupling (update (rel elution correction) posted 10-23-22)
Exp 4. Palladium Coupling, Lipase Kinetic Resolution, Mosher Ester Analysis (posted 10-10-23)
Exp 5. Diels-Alder Reaction, Luche Reduction, and Photochemical 2+2 Cycloaddition (posted 10-5-23)
Staggerred Schedule for Experiments 3-5 (posted on 10-10-23)
Team Assignments for Mosher Ester Analysis (Experiment 4, posted on 10-18-22) not relevant for 2023
ZOOM RECORDINGS
Zoom Recording from ad hoc lecture on Saturday 9-11-21
Zoom Recording (1 of 2) from ad hoc lecture on Saturday 9-18-21
Zoom Recording (2 of 2) from ad hoc lecture on Saturday 9-18-21
iPAD NOTES TO ACCOMPANY ANY ZOOM RECORDINGS
iPad Notes from ad hoc lecture on 9-11-21
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MNova file of the 1H NMR spectrum of "Y" in DMSO-d6 (posted 10-6-22)
Schedule of Times for your Access to the Ozone Generator (posted 09-25-20) Not needed in F'21 or F'22