[Western Oregon University]

Syllabus

CH 334 Organic Chemistry

Fall 2001

Instructor: Dr. Arlene Courtney, NS 104
Office Hours: MWF 9-10, W 1-2 Th 11-12
Office Telephone: (503) 838-8207
Email: courtna@wou.edu
Texts: Carey, "Organic Chemistry", 4rd Edition
Study Guide to accompany Carey
Rodig, et.al. "Organic Chemistry Laboratory"
Zubrick, "The Organic Chem Lab Survival Manual
Weeks, "Pushing Electrons"(Library reserve)
Traynham, Organic Nomenclature; A Programmed Introduction(Library reserve)
Other Materials: Learning With Modeling CD-ROM (packaged with Carey Text)
Bound Laboratory Manual with carbon copy pages
Molecular Model Set
Course Description: This course will cover the organic chemistry of alkanes, alkenes, and alkyl halides emphasizing their structures, properties, and reactions. The prerequisite for this course is successful completion of Ch 223 or consent of the instructor.

COURSE SCHEDULE

Date Topic Text Reading Homework Problems (Text) Other Assignments
9/24 Bonding & Lewis Structures

Lecture Notes

Practice Quiz
Ch 1: 1.1-1.9 1.23, 1.24,1.26,1.28, 1.30-1.34, 1.36 Weeks Ch 1

Excellent Compound Structure & Representation Tutorial

Ionic, Covalent & Polar Bonding

Lewis Dot Structures

Importance of Structural Formulas
9/26 Shapes of Molecules

Lecture Notes
1.10-1.11 1.42, 1.43, 1.49 Weeks p.49-60

VSEPR Theory

VSEPR Theory

Some VSEPR Problems
9/28 Shapes of Molecules      
10/01 MO Theory & Hybridization

Lecture Notes
1.12-1.18 1.45, 1.46 Excellent orbital tutorial

Atomic & Molecular Orbitals

Orbital Primer

Molecular Orbitals

Valence & Hybridization

Orbital Hybridization Tutor
10/03 Molecular Structure & Properties

Lecture Notes
  1.39, 1.41
1.51-1.55
Intermolecular Forces & Properties

Intermolecular Forces

Physical Properties of Organic Compounds
10/05 Introduction to Carbon Compounds

Lecture Notes
Ch 2:2.1-2.7   Bonding In Organic Molecules

Conversions to Line Drawings

Conversions From Line Drawings

Unshared Pairs & Formal Charges

Identifying Isomers

Functional Groups
10/08 Saturated Hydrocarbons: Nomenclature

Lecture Notes
Ch 2.10-2.12 2.16, 2.18-2.20, 2.22, 2.24, 2.26 Constitutional Isomerism & Alkane Nomenclature

Alkane Nomenclature Tutorial

Cycloalkane Nomenclature

Alkane Nomenclature Problem Sets:I, II
10/10 Saturated Hydrocarbons: Properties

Lecture Notes
Ch 2: 2.13-2.16 2.34-2.37, 2.39 Physical Properties of Alkanes
10/12 Conformations of Acyclic Alkanes

Lecture Notes
Ch 3: 3.1-3.4 3.16-3.19, 3.37, 3.38 Torsional Strain Tutorial

Conformations of Alkanes

Alkane conformations

Ethane, butane

Some nice molecular models
10/15 Conformations of Cyclic Alkanes

Lecture Notes
Ch 3: 3.5-3.15 3.22, 3.23, 3.25, 3.27-3.29
3.39, 3.40 3.34
Cis-trans Isomers on Cyclohexane Rings Tutorial

Stereochemistry in Cyclic Systems

Conformations of Alkanes & Cycloalkanes

Conformational Stability

Cycloalkane Conformations

Cycloalkanes
10/17 Alcohols & Halides: Nomenclature & Properties

Lecture Notes
Ch 4: 4.1-4.5 4.21, 4.22, 4.26, 4.24 Alkyl Halide Nomenclature
10/19 MIDTERM #1     Exam Study Aids
10/22 Acid-Base Concepts

Lecture Notes
Ch 4: 4.6-4.7 4.27-4.30 Acid-Base Tutorial

Acids & Bases

Lewis vs. Bronsted

Nucleophilicity vs. Basicity
10/24 Reaction of Alcohols with HX

Lecture Notes
Ch 4: 4.8-4.13 4.33-4.35 Carbocations

Animated SN2 Reaction

Energy Diagrams
10/26 Reaction of Alcohols with HX continued      
10/29 Other Syntheses of Alkyl Halides

Lecture Notes
Ch 4.14-4.19 4.31, 4.32  
10/31 Other Syntheses of Alkyl Halides Continued   4.40, 4.43  
11/02 Alkenes: Structure & Nomenclature

Lecture Notes
Ch 5:5.1-5.7 5.21, 5.23, 5.25,-5.28  
11/05 Elimination Reactions

Lecture Notes
Ch 5: 5.8-5.13 5.41, 5.42, 5.44
5.34
Carbocation Rearrangements
11/07 Elimination Reactions

Lecture Notes
Ch 5: 5.14-5.17 5.30-5.32, 5.39, 5.36, 5.46, 5.47
5.34, 5.40
E2 Reactions

Animated E2 Reaction
11/09 Hydrogenation of Alkenes

Lecture Notes
Ch 6: 6.1-6.3 6.25-6.27, 6.35  
11/14 Electrophilic Addition to Alkenes

Lecture Notes
CH 6: 6.4-6.7 6.33  
11/16 Electrophilic Addition to Alkenes

Lecture Notes
Ch 6: 6.08-6.18 6.22-6.24, 6.28-6.31
6.59
 
11/19 Structure Analysis & Synthesis

Lecture Notes
Ch 6: 6.19-6.20 6.32, 6.46, 6.47, 6.50-6.56 Degree of Unsaturation
11/21 MIDTERM #2     Exam Study Aids
11/26 Enantiomers

Lecture Notes
Ch 7: 7.1-7.9 7.22, 7.24
7.46
Stereoisomerism

Excellent Stereochemistry Tutorial

Single stereocenters
11/28 Enantiomers      
11/30 Diastereomers

Lecture Notes
Ch 7: 7.10-7.17 7.25, 7.27-7.30, 7.33, 7.38, 7.39, 7.41, 7.45
7.48, 7.49
7.46-7.48

Multiple stereocenters

Roadmap for Classification of Isomers

Stereochemistry Online
12/03 CUMULATIVE FINAL EXAM
8:00 AM
     


GRADING SCALE
MIDTERM EXAMS 2@100 pts 200 pts A: 500-465 pts

B: 464-415 pts

C: 414-365 pts

D: 364-315 pts

F: Below 315 pts
READING QUIZZES 5@20 pts 100 pts
FINAL EXAM   100 pts
LABORATORY   100 pts
  TOTAL 500 pts


QUIZZES:

Short quizzes will be given on the days denoted by the symbol . These quizzes will cover the assigned reading material listed for that class period. Quizzes will be given promptly at 8 am. No makeup or late quizzes will be given. The top 5 scores will be used in determining your grade.

HOMEWORK:

You are expected to have completed the reading assignment given for a particular date before coming to lecture on that date. The homework problems are intended to be completed after the lecture on the date listed. Working the assigned homework problems is essential to success in organic chemistry. These assignments will NOT be graded by the instructor. In working the homework assignments, it is best to have read the testbook and studied the lecture material first. Try to work each problem as if it were a question on an examination. If you cannot answer the problem correctly, go back and reread the text and your lecture notes pertaining to the topic.

CLASS POLICIES:




Direct suggestions, comments, and questions about this page to Arlene Courtney, courtna@wou.edu.





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