Syllabus

Office Hours: M-F 3:30-4:15 pm, 169 BRL

Laboratory Material:

1. Laboratory Schedule
   

2. Lab Notebook/Report Format and Example
   

3. Diels-Alder
   

4. Steam Distillation of Clove Oil
   

5. Unknown Aldehydes and Ketones
   

6. Grignard
   

7. Vanillin Reduction
   

8. Wittig
   

9. Identification of an Unknown
   

10. 
    

11. Spectra for labs:   
    

12. aldehydes and ketones
    

13. salicylic acid    acetylsalicylic acid
    

14. isopentyl acetate NMR and IR
    

15. unknowns lab (.zip)
    

Reading (sections of textbook chapters)

11: 11.3,11.4, 11.7, 11.8.

12: 12.1, 12.2, 12.4-12.6,12.9-12.12.

13: 13.1-13.9,13.11 (part a only; no Birch reduction), 13.12.

14: 14.1, 14.2, 14.4-14.7, 14.9-14.11.

15: 15.5-15.8. 15.4 (IR spectroscopy) is "extra credit".

16: 16.1-16.15, 16.17

17: 17.1-17.7 (omit 17.7c, Kolbe electrolysis in g, h)

18: 18.1-18.10 (omit reductions and cuprate addition on p. 892-3)

19: 19.1-19.9, 19.11, 19.15 (omit 19.4b and cuprate additions on p. 980)

22: 22.1, 22.2, 22.4a-c, 22.6

23: 23.1, 23.2a-d

Homework

Chapter 11: 41abce, 45, 47-49.

Chapter 12: 38, 39, 42-44, 46, 48, 49, 51, 52, 57, 60-63.

Chapter 13: 28, 29, 31, 33, 34, 37, 38, 41, 43-48, 51, 52, 54, 56, 60.

Chapter 14: 45-50, 54, 55, 57, 60, 61.

Chapter 15: 32, 33, 35, 48, 50-54, 57-58, 64-66, 71-83

Chapter 16: 31-37, 39-50, 52, 57, 59-60, 62, 63, 65, 67

Chapter 17: 25-33, 35, 36a-c, 38-39, 43-45, 48, 49bd

Chapter 18: 33-39, 42 (A-->E), 45a-d, 49, 50.

Chapter 19: 47-64, 67-73, 77.

Chapter 22: 26a, b, d, 27, 42, 44.

Old Exams

1. 2009:    E1    E2    E3    Final
   

2. 
   

3. 2010: TTh    E1    E2    E3  
   

4.          MWF   E1    E2    E3    Final
   

5. 
   

6. 2012:    E1    E2    E3    Final
   

    2013:    E1    E2    E3    Final

Additional Materials:

Ch. 14: Directing groups in EAS reactions.

Ch. 15: Spectroscopy powerpoint slides:     .pptx    .ppt    .pdf    (.pdf is inferior quality b/c of animations)

Ch. 17: Kinetic vs. Thermodynamic Enolates

Food chemistry slides

Biochemistry slides

Links

Prof. Zondlo’s 322 website.

Prof. Koh's 322 website.  Includes past exams, spectroscopy problems and other materials.

Electron-pushing guide from Prof. Hans Reich at the University of Wisconsin.  He also has links to other guides at the bottom of his page.

WebSpectra.  A collection of spectroscopy problems for practice.

The University of Colorado at Boulder has another collection of spectroscopy problems.

More spectroscopy problems at Michigan State University.  There are several short-answer, exam-worthy questions via the pulldown menu at the bottom of the page.

Online organic chemistry text at Michigan State University.

Organic Chemistry As a Second Language by D. R. Klein (link goes to Amazon.com).  I've only flipped briefly through these two books, butthey look appropriate, and I've heard many students find them helpful.  If you're looking for additional study resources, check them out and see if they're worth the money to you.

If you find online resources that you like, and think other students would find useful, let me know!