CHE 171: Mechanistic Organic Chemistry I & Lab

 

ANNOUNCEMENTS:

Lab Final Exam Scores
(average = 27/40)

There will be three review sessions before the final exam at the following times (locations TBA); Please make sure you bring questions with you:

specific objectives for the final exam are now posted below

Wednesday, 11/16, 4:00-5:00 in Levan 302
Friday, 11/18, 4:00-5:00 in Levan 405
Monday, 11/21, 4:00-5:00, O'Connell 256

 

 

Syllabus 

 

 Lab  Grades

Supplementary Instruction:

Mike Wemhoff (MikeWem85@aol.com)

Sessions: W, Th, Fri @ 1:10-2:10 in Library room 309
Office Hours: Tuesdays @ 1-2 and 4-5 in McGowan 211
Thursdays @ 2:10-3:10 in McGowan 211

Dr. Dintzner's Office Hours: Mondays 11-12, and W, Th, Fri 2:30-5:30 OR by appointment
(O'Connell 376)

DATE
READING
 TOPICS
HOMEWORK
(problems in bold may be handed in for bonus points-- see syllabus)
 W 9/7
1.1-1.4
 Introduction. The periodic table. Bonding. Lewis structures.
1.1-8, 34-38
Th 9/9
1.5-1.7
 Lewis structures, formal charge, constitutional isomers, resonance.
1.9-14, 39-50
F 9/9
1.6, 1.8-1.9
 Molecular Shape (VSEPR). Hybridization.
1.15-17, 1.27, 51-53 & 59-63
M 9/12
QUIZ 1(Ch. 1, 50 pts)
Specific Objectives / Answer Key
W 9/14 
1.7, 1.10-1.12
 Drawing organic structures. Bond length, strength, and polarity.
1.19-23, 28-33, 54-58 & 64-71
Th 9/15 
2.1-2.4
 Bronsted-Lowry acids & bases and their reactions. Acid strength and equilibrium.Predicting outcome of acid-base reactions.
2.1-2.6, 2.8-2.11,
2.27-2.31 & 2.34-2.36
F 9/16
2.5-2.10
 Factors that determine acid strength. Common Acids and Bases. Aspirin. Lewis acids and bases.
2.12-2.25, 2.37-2.50
M 9/19

QUIZ 2 (Ch. 2, 50 pts)
Specific Objectives / Answer Key
W 9/21 
3.1-3.3
 Functional groups. Biomolecules.
3.1-3.8, 3.14-3.19 & 3.21-3.29
Th 9/22
3.4-3.5
 Intermolecular forces.
3.9-3.11, 30, 33-37
 F 9/23
3.6-3.10
 Applications: vitamins, soap, cell membrane. Functional groups & reactivity.
3.9-3.13 & 3.38-39
 M 9/26
EXAM 1 (Ch. 1-3, 100 pts)
Specific Objectives / Answer Key
W 9/28 
4.1-4.6
 Alkanes and Cycloalkanes: nomenclature and common names.
4.1-3.16, 4.36-4.42
Th 9/29 
4.7-4.10
 Physical properties. Conformations. Isomers.
4.17-4.25, 4.45-51
F 9/30 
4.11-4.13
 Cycloalkanes, cyclohexane, substituted cyclohexanes
4.26-4.31, 4.52-4.59
bonus exercise
M 10/3 
QUIZ 3(Ch. 4, 50 pts)
Specific Objectives / Answer Key
W 10/5 
5.1-5.5
 Stereochemistry, chiral and achiral molecules. Stereogenic centers.
5.2-5.11, 5.34-5.42
Th 10/6 
5.6-5.11
Absolute and relative configuration. R-S rules. Diastereomers.
Thalidomide-related birth defects
5.12-5.26, 5.43-52
 F 10/7
5.12-5.14
 Physical properties of stereoisomers. Chemical properties.
Polarimeter
Optical Rotation
5.27-33, 5.54-62
 M 10/10
QUIZ 4 (Ch. 5, 50 pts)
Specific Objectives / Answer Key
 W 10/12
4.14, 6.1-6.3
 Oxidation/reduction. Equations for organic reactions. Bond breaking and making.
6.1-6.3, 6.21-24
Th 10/13 
6.4-6.6
 Thermodynamics.
6.4-6.12, 6.25-34
F 10/14 
6.9-6.12
 Energy diagrams. Kinetics.
6.13-6.20, 6.35-46
M 10/17 
EXAM 2 (Ch. 4-6, 100 pts)
Specific Objectives / Answer Key
 
 W 10/19
7.1-7.4
 Alkyl halides. Nomenclature & properties.
7.1-7.10, 7.40-53
 Th 10/20
7.5-7.8
 Nucleophilic substitution: the nucleophile, leaving groups, and solvent
7.11-7.13,7.54-59
 F 10/21
7.9-7.14
 The SN2 and SN1 Mechanisms
7.14-28, 7.30-35 & 7.60-68
 M 10/24
QUIZ 5 (Ch. 7, 50 pts)
 
W 10/26
7.12, 7.15-7.20, 8.1-8.2

Applications of SN1 and SN2 reactions. The Hammond Postulate. SN1 vs. SN2 in more detail. Intro to Elimination and Alkenes.
7.36-38, 8.1-8.5, 7.69-75 & 8.24-31
Th 10/27
8.1-8.5
 Alkyl halides & elimination reactions. Alkenes. The E2 mechanism. 8.6-8.14, 8.32-38
F 10/28
8.6-8.9
 E1 mechanism. SN1 and E1. E2 stereochemistry. 8.15-8.19, 8.39-41 & 43
M 10/31
QUIZ 6 (Ch. 8, 50 pts)
W 11/2
8.10-8.12
 Alkynes. SN1, SN2, E1 and E2
8.20-23, 8.44-51
Th 11/3
9.1-9.5
 Alcohols, ethers & epoxides. Nomenclature & properties
9.1-9.7, 9.38-42
F 11/4
9.6-9.8
 Preparation & Reactions. Dehydration.
9.11-9.18
M 11/7
EXAM 3 (Ch. 7-9, 100 pts)
Specific Objectives / Answer Key
W 11/9
9.8-9.10
Dehydration of Alcohols continued
9.19-9.22, 9.43-47
Th 11/10
9.11-9.14
Alkyl halides from alcohols. Tosylates. Reactions of Ethers.
9.23-9.32, 9.48-57
F 11/11
9.15
Reactions of epoxides. Wrap-up and Review.
9.34-9.37, 9.58-59, & 63-65
M 11/14
 
LAB FINAL EXAM (40 pts)
Specific Objectives
 
T 11/22
11:45-2:00 p.m.
 
FINAL EXAM (150 pts)
Specific Objectives
 

 

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