[Western Oregon University]

Syllabus

CH 334 Organic Chemistry

Fall 2004

Instructor: Dr. Arlene Courtney, NS 112
Office Hours: MWF 9-10, W 10-11 Th 11-12
Office Telephone: (503) 838-8207
Email: courtna@wou.edu
Texts: Carey, "Organic Chemistry", 5th Edition
Study Guide to accompany Carey
Rodig, et.al. "Organic Chemistry Laboratory"
Zubrick, "The Organic Chem Lab Survival Manual
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.
Special Note: This is the first course in the year long organic chemistry sequence. Students completing the sequence will be required to take the American Chemical Society organic chemistry exam as the final exam for Ch 336. This is a standardized examination.




COURSE SCHEDULE

Date Topic Text Reading Homework Problems (Text) Other Assignments
9/27 Bonding

The Golden Rules of Organic Chemistry

Lecture Notes

Practice Quiz
Ch 1: 1.1-1.9 1.33-1.40, 1.43, 1.44, 1.47, 1.53. 1.54 Excellent Compound Structure & Representation Tutorial

Ionic and Covalent Bonding

Ionic, Covalent & Polar Bonding
9/29 Lewis Structures (no lecture)     Lewis Structures Exercises

Lewis Dot Structures

Resonance

Importance of Structural Formulas

10/01

QUIZ: Bonding and Lewis Structures     Chemical Bonding Computer Exercise

10/04

 

Shapes of Molecules

Lecture Notes

1.10-1.11 1.49, 1.50, 1.51, 1.52
VSEPR Theory

VSEPR Theory

Some VSEPR Problems
10/06

Shapes of Molecules

   1.66, 1.68, 1.69, 1.71  

10/07

 

Acid-Base Concepts

Lecture Notes

(Lab Period)

1.12-1.17 1.55-1.65 Lewis Acids and Bases

Acid-Base Tutorial

Acids & Bases

Lewis vs. Bronsted

Nucleophilicity vs. Basicity
10/08 MO Theory & Hybridization

Lecture Notes
Ch 2: 2.1-2.7, 2.20-2.22 2.43, 2.44, 2.46 Molecular orbitals symplified

Excellent orbital tutorial

Atomic & Molecular Orbitals

Valence & Hybridization
10/11 Molecular Structure & Properties

Lecture Notes
    Intermolecular Forces

Intermolecular Forces
10/13 Introduction to Carbon Compounds

Lecture Notes
Ch 2:2.8-2.10  2.20-2.22 Bonding In Organic Molecules

Conversions to Line Drawings

Conversions From Line Drawings

Unshared Pairs & Formal Charges

Identifying Isomers
10/18 Saturated Hydrocarbons: Nomenclature

Lecture Notes
Ch 2.11-2.15 2.25-2.29, 2.31 Flowchart for Naming Alkanes

Constitutional Isomerism & Alkane Nomenclature

Alkane Nomenclature Tutorial

Cycloalkane Nomenclature

Alkane Nomenclature Problem Sets:I, II
10/20 Saturated Hydrocarbons: Properties

Lecture Notes
Ch 2: 2.16-2.19 2.32-2.34, 2.36, 2.37, 2.39-2.42 Physical Properties of Alkanes
10/22 Conformations of Acyclic Alkanes

Lecture Notes
Ch 3: 3.1-3.4 3.16-3.20, 3.21 Torsional Strain Tutorial

Alkane conformations

Ethane, butane
10/25 Conformations of Cyclic Alkanes

Lecture Notes
Ch 3: 3.5-3.09 3.23-3.25, Cis-trans Isomers on Cyclohexane Rings Tutorial

Conformations of Alkanes & Cycloalkanes

Conformational Stability

Cycloalkanes
10/27 Conformations of Cyclic Alkanes (continued) Ch 3: 3.10-3.15 3.27-3.29, 3.31, 3.32, 3.39  
10/29

MIDTERM #1

Ch 1-3

    Exam Study Aids

PracticeProblems
11/01 Alcohols & Halides: Nomenclature & Properties

Lecture Notes
Ch 4: 4.1-4.6 4.19, 4.20, 4.22, 4.25, 4.26, 4.27, 4.31 Alkyl Halide Nomenclature
11/03 Reaction of Alcohols with HX

Lecture Notes
Ch 4: 4.7-4.12   Carbocations

Animated SN2 Reaction

Energy Diagrams
11/05 Reaction of Alcohols with HX continued    4.34-4.36, 4.38  
11/08 Other Syntheses of Alkyl Halides

Lecture Notes
Ch 4.13-4.18 4.32, 4.33  
11/10 Other Syntheses of Alkyl Halides Continued   4.41, 4.43  

11/12

Alkenes: Structure & Nomenclature

Lecture Notes
Ch 5:5.1-5.7 5.22, 5.24, 5.25, 5.26, 5.27-5.29 It's all about the Pi Bond
11/15 Elimination Reactions

Lecture Notes
Ch 5: 5.8-5.13 5.31- 5.34, 5.35 Carbocation structure

Carbocation stability

Carbocation Rearrangements
11/17 Elimination Reactions

Lecture Notes
Ch 5: 5.14-5.17 5.37, 5.43-5.48
E2 Reactions

Animated E2 Reaction
11/19 Hydrogenation of Alkenes

Lecture Notes
Ch 6: 6.1-6.3 6.25-6.27, 6.35  
11/22 Electrophilic Addition to Alkenes

Lecture Notes
Ch 6: 6.4-6.7    
11/24

MIDTERM #2

Ch 4-6.7

    Exam Study Aids
11/29 Electrophilic Addition to Alkenes

Lecture Notes
Ch 6: 6.8-6.18 6.22,-6.24, 6.28, 6.30, 3.33, 6.40
Animated addition reaction
12/01 Structure Analysis & Synthesis

Lecture Notes
Ch 6: 6.19-6.20 6.32, 6.45-6.48, 6.50-6.52, 6.54 Degree of Unsaturation

12/02

 

(Lab)

Enantiomers

Lecture Notes
Ch 7: 7.1-7.9 7.25, 7.49,7.30, 7.31, 7.50  Excellent Stereochemistry Tutorial

Single stereocenters

12/03

Diastereomers

Lecture Notes
Ch 7: 7.10-7.17 7.27, 7.28, 7.32, 7.37,7.51 7.46-7.48

Multiple stereocenters

Roadmap for Classification of Isomers

Stereochemistry Online
12/08 CUMULATIVE FINAL EXAM
8:00 AM
    Stereochemistry Simplified


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
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 . 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. It is best to have read the textbook and studied the lecture material before attempting the homework assignments. 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.

Problems denoted by the symbol are molecular modeling exercises requiring a computer equipped with CD drive. You will need to use the Molecular Modeling software on the CD-ROM bundled with your textbook to do these exercises.

CLASS POLICIES:




Direct suggestions, comments, and questions about this page to Arlene Courtney
Last Modified September 24, 2004




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