Principles of Organic Chemistry I
Chemistry 350, Fall Semester 2006, Winona State University

Laboratory Schedule:

Dates

Lab Activities
M T R
8/28 8/29 8/31 Establishment of teams and introduction to the lab (SLC 386). Safety Rules. Lab notebooks and Reports. Lab grading.
9/4 9/5 9/7 No lab due to Labor Day Holiday on 9/4
9/11 9/12 9/14

Expt 1. Molecular modeling of alkanes  Smith, Chapter 4, 7.1-7.3, Pavia, pp 152-157.

9/18 9/19 9/21 Check in to lab supply drawers. 

Expt 2. C-13 NMR of alkanes and alkyl halides. Pavia - Technique 27. Also see Section 26.1. 

Click here to find out your team's assigned compound for Expt 2.

9/25 9/26 9/28 Expt 3. Molecular modeling of cycloalkanes Smith, Chapter 4.11-4.13, 2.1-2.6, 3.1-3.2, 3.4-3.5, 3.9, 10.13. Pavia, Expts 16b and 16c.
10/2 10/3 10/5 Expt 4. Stereochemistry - molecular modeling and properties of enantiomers. Pavia - Expt 15. Techniques 23-24. 
10/9 10/10 10/12 Finish up Expt 4.
10/16 10/17 10/19 Expt 5. Mechanistic study of an SN reaction. Competitive nucleophiles. Gas chromatography, refractive index, and proton NMR. Pavia - Expt 21. Techniques 22, 24 and 26. 
10/23 10/24 10/26 Finish up Expt 5 - Obtain proton NMR spectra. Work up data.

Expt 6. Computational examination of carbocation stability and SN1 reaction rates. Pavia - Expts 19B and 19D

10/30 10/31 11/2 Expt 7. SN2 Synthesis Project. Synthesis and purification Pavia - Expt 23B. Techniques  7-8.
11/6 11/7 11/9 Expt 7. SN2 Synthesis Project.  Finish up and obtain NMR and GC-MS of product. Pavia - Techniques 26 and 28.

 

11/13 11/15 11/16 Expt 8. E2 elimination. Synthesis of 4-methylcyclohexene. IR spectroscopy and/or C-13 NMR of product. Pavia - Expt 25A. Techniques 25 and 27.
11/20 11/21 11/24 No Lab. Thanksgiving.
11/27 11/28 11/30 Expt 9. Cyclopropanation using dichlorocarbene. Pavia - Expt 26. 
12/4 12/5 12/7 Finish up expt 9 - obtain NMR spectra.

Lab Checkout