Chem 322. Organic Chemistry - 2
Spring 2011

Instructors:

Prof. Mary Watson (237 BRL, mpwatson[at]udel.edu), Weeks 1–6
Prof. Donald Watson(205 LDL, dawatson[at]udel.edu), Weeks 7–14
Office Hours: Wed, 10–11am, 208 LDL
Fri, 1-2pm, 208 LDL
NOTE CHANGES AND ADDITIONS
Lectures:

Section 010: MWF 11:15am – 12:05 pm, 101 BRL
Section 011: TuTh 2 – 3:15pm, 101 BRL
Midterms:

Sat, March 5, 10 am – 12 pm, Smith 120/130
Sat, April 9, 10 am – 12 pm, Smith 120/130
Sat, May 7, 10 am – 12 pm, Smith 120/130
Final:

Thurs, May 19th, 7 pm – 10 pm
Section 010: SMI 140; Section 011: PRN 115
Head TA: Craig Paquette (cmp[at]udel.edu)
Discussions: Mon, 1–2pm, 308 QDH (Paquette)
Thurs, 8–9am, 308 QDH (McAtee)

Syllabus

Lab Policies

Lab Report Example

Prof M's Strategy for Solving Mechanism Problems

Tabulated Spectra Data (will be attached to midterm 2, midterm 3 and final)

pKa Table (will be attached to midterm 3 and final)

Course Outline
Week
Dates
Topic
 Reading Practice Problems
1
2/7–2/11
Ch. 12
 12.38–12.46
12.48–12.49
12.51–12.54
12.57
12.60–12.63
12.68
2
2/14–2/18
Ch. 13
 13.28–13.52
13.54–13.60
3
2/21–2/25
Ch. 13, 14
Handout
 14.45–14.55
14.57–14.61
14.63–14.65
14.67–14.68
4
2/28–3/4
Ch. 14
 14.69–14.71
14.75
Sat, 3/5
 
5
3/7–3/11
Ch. 15
 15.32–15.62
15.64–15.89
6
3/14–3/18
Ch. 15

WebSpectra:Beginning Compounds 1–12;
CU Boulder Spec Problems;
Unknown Aldehydes & Ketones
7
3/21–4/1
Ch. 16

16.31-16.43
16.46-16.52
16.55-16.60
16.62-16.64
16.67
3/28–4/1
Spring Break
 
8
4/4–4/8
Carbonyl Chemistry
Ch. 16, 17
  
Sat, 4/9
 
9
4/11–4/15
Ch. 17, 18
 17.25-17.35
17.36a-c
17.37-17.40
17.44-17.45
17.48
17.49b-d
17.51 (difficult)
10
4/18–4/22
Ch. 18
  
11
4/25–4/29
Carboxylic Acid Derivatives, Enols and Enolates
Ch. 18, 19

18.33-18.39
18.42-18.45
18.49
18.50 (skip b)
18.52
12
5/2–5/6
Ch. 19

19.46-19.60
19.62-19.63
19.72-19.73
19.77-19.78
19.85
Sat, 5/7
 
13
5/9–5/13
Carbohydrates, Amino Acids
Ch. 22, 23

22.26a-d
22.27
22.29a-c
22.31a,b,c,e
22.32a-c
22.33, 22.41-22.44
14
5/16–5/17
Carbohydrates, Amino Acids
Ch. 22, 23
 23.25-23.32
5/19
Final Exam
 


Lab Schedule
Week
Dates
Experiment
 Reference Assigned Questions
1
2/7–2/11
No labs
 
2
2/14–2/18
Nitration of Methylbenzoate
REAC0716
 Pre-lab 1–3, Post-lab 1–3
3
2/21–2/25
Isolating Clove Oil
TECH0722, handout
 Pre-lab 1–3, Post-lab 1–3
4
2/28–3/4
Aldehydes and Ketones

ANAL0728,
handout

 Pre-lab 2,3; Post-lab 1,2
5
3/7–3/11
Aldol Condensation
SYNT0720
 Pre-lab 1–4; Post-lab 1–3
6
3/14–3/18
Aspirin
SYNT0745

Pre-lab 1–5; Post-lab 1–3

Salicylic Acid NMR (From Aldrich)

Aspirin NMR
(From Aldrich)
7
3/21–4/1
No labs
 
3/28–4/1
Spring Break (No labs)
 
8
4/4–4/8
Fisher Esterification
SYNT0713

Pre-lab 1–4; Post-lab 1,2,5,6 & assign peaks major peaks in IR and fully assing 1H and 13C NMR

Isopentyl Acetate IR (NIST)

Isopentyl Acetate NMR (Aldrich)
9
4/11–4/15
Grignard Reaction
 Questions in handout
10
4/18–4/22
Reduction of Vanillin
 Questions in handout
11
4/25–4/29
Wittig Reaction

Questions in handout
12
5/2–5/6
Qualitative Analysis/Unknowns Part 1*
 Questions in handout
13
5/9–5/13
Qualitative Analysis/Unknowns Part 2*
 

* You must finish the Qualitative Analysis/Unknowns lab to pass the laboratory portion of the class.

Useful Links

Dr. Sametz's CHEM 322 Webpage (Spring 2010)

Prof. Koh's CHEM 322 Webpage