Chemistry 350 - Principles of Organic Chemistry I
Fall Semester 2019, Winona State University


Laboratory Schedule

Chapter references are to Mohrig, Hammond, & Schatz Techniques in Organic Chemistry, 3rd ed


Dates

Lab Activities

Chapter

Aug 27, 29

Go over syllabi and guidelines for lab notebooks and reports.

Assignment of lab teams. Check in to lab supply drawers.

3-4

Sep 3, 5

Safety rules - PowerPoint  Safety rules - pdf

Expt 1. Determination of a Solid Unknown by Melting Point Determination

Meltemp Heating Curves - Use to determine heat settings

1

14


Sep 10, 12

Learning from Molecular Models I - Non-cyclic Alkanes

Map of Tools in Avogadro Molecular Modeling Software

Sep 17, 19

Learning from Molecular Models II - Cyclic Alkanes
Sep 24, 26

Expt 2. Acid/Base Extraction. Part 1 Acid/Base Extraction

10, 11, 12

Oct 1, 3

Expt 2. Acid/Base Extraction. Part 2. Mass Spectrometry  and C-13 NMR

7.1, 15

Oct 8, 10

Learning from Molecular Models III - Enantiomers and Diastereomers
Oct 15, 17
Expt 3 - Preparation of Naphthyl Butyl Ether via Williamson Ether Synthesis
10, 21
Oct 22, 24 Pre-lab lecture on GC-MS

Expt 3 - Obtain mp and GC-MS. Work on lab reports
10, 21, 23

Oct 29, 31

Pre-lab lecture on proton NMR

Expt 3 - Obtain proton NMR. Work on lab reports.

Powerpoint

Nov 5, 7

Prelab lecture on how to use Delta for HNMR processing.

Expt 4 -Preparation of a Bromohydrin. You will react cis-3-hexene with NBS/water to form 4-bromo-3-hexanol by adapting a published procedure: Porter, D. J.; Stewart, A. T.; Wigal, C. T. J. Chem. Educ. 1995, 72, 1039-1040.


19

Nov 12, 14

Expt 5 - Epoxidation of cis or trans 3-hexene You will use procedure A in the reference available to WSU students at https://pubs.acs.org/doi/pdf/10.1021/ed078p77. As in the previous lab, plan on using the same number of moles of 3-hexene as the reference paper uses of their alkene (anethole).

Nov 19, 21

Prelab lecture on IR spectroscopy

Finish up expts 4 and 5 if necessary.
Powerpoint

Nov 26, 28

No Labs - Thanksgiving

18
Dec 3, 5

Prelab ILL session on solving spectroscopy problems

Check out and lab clean up.