Dr. Sametz's CHE 322 Page
Spring 2012


Syllabus

Office Hours: W F, 10-11 a.m., 169 BRL
Recitation: MTW 12:30-2:30, 208 LDL

Laboratory Material

Laboratory Schedule
Lab Notebook/Report Format and Example
Steam Distillation of Clove Oil
Aldehydes and Ketones
Grignard
Vanillin Reduction
Wittig
Identification of an Unknown

Spectra for labs:   
aldehydes and ketones
salicylic acid    acetylsalicylic acid
isopentyl acetate NMR and IR
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.

Exam Keys:

E1

E2
E3

Old Exams

2009:
            E1    E2    E3    Final
2010:
TTh     E1    E2    E3  
        
MWF   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. 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!