Central Michigan University
College of Arts & Sciences
Course Syllabus
CHM 342
Desg. No.
I.
Survey of Organic Chemistry
Title
4(3-3)
Credit(Mode)
Bulletin Description
Elementary course covering the entire field of organic chemistry. Course meets the needs
for entrance to some professional schools. No credit toward major or minor.
II.
Prerequisites
CHM 120 and CHM 127, or CHM 132, or equivalent.
III.
Rationale for Course Level
No change
IV.
Textbooks and Other Materials to be Furnished by the Student
1.
2.
3.
V.
R. C. Atkins & F. C. Carey, Organic Chemistry, A Brief Course, McGraw-Hill,
1990
Q. R. Petersen, Course Supplement and Laboratory Manual, 5th ed. CMU Press,
1995
Laboratory Safety Glasses
Special Requirements of the Course
None
VI.
General Methodology Used in Conducting the Course
Lecture and laboratory
VII.
Course Objectives
1.
2.
3.
4.
To extend the knowledge of molecular structure, brought from prerequisite
courses, to the compounds of carbon.
To emphasize the overarching roles that energy changes play in organic
transformations.
To become familiar with the nature of the major functional groups.
To master the synthetic approaches to the preparation of the major functional
groups.
5.
6.
7.
To become familiar with the reactions and transformations of the major functional
groups.
To gain facility with mechanistic models of the primary organic transformations.
To become competent in the major laboratory techniques and operations which
include: thin layer chromatography, recrystallization, extraction, melting point
determination, distillation, codistillation, titration, and centrifugation. These
techniques will be used in single-step and multi-step syntheses, studies of five
natural products and in an industrial process.
After completion of this course the student will be expected to provide a
satisfactory performance on an American Chemical Society NationallyStandardized Examination titled, A.C.S Examination Brief Course in Organic
Chemistry. Also, the student will have satisfactorily completed all assigned
laboratory work.
VII.
Week
1
2
3
4
5
6
7
8
Course Outline
APPROXIMATE COURSE SCHEDULE
Approximate Lecture Coverage
Laboratory Experiments
in Atkins &Carey text
Performed on Wednesday
Check in and technique demonstrations of
Chapter 1. Atomic and Molecular
m.p., recrystallization, vacuum filtration,
Structure
extraction, and use of new equipment.
Experiment #2
Chapter 2. Alkanes and Cycloalkanes Thin Layer Chromatography of
Analgesics
TLC
Experiment #3
Chapter 3. Introduction to Organic
The Kinds and Reactions of
Chemical Reactions
Hydrocarbons.
Experiment #4
Chapter 4. Alkenes, Alkadienes and
Purification of Cholesterol through its
Alkynes I Preparations
Dibromide.
Extraction
Experiment #5
Chapter 5. Alkenes, Alkadienes and
Preparation of Camphor by the Oxidation
Alkynes II Reactions
of Isoborneol
Oxidation
Experiment #6
Chapter 6. Arenes and Aromaticity
The Preparation of Acetanilide
Recrystallization
Experiment #7
Chapter 7. Stereochemistry
Sulfanilamide Synthesis Started
Multistep Synthesis
Experiment #7
Chapter 8. Nucleophilic Substitution
Sulfanilamide Synthesis Completed
Reactions
Multistep Synthesis
Hour
Exam
I
II
9
Chapter 10. Alcohols, Ethers and
Phenols
10
Chapter 11. Aldehydes and Ketones
11
Chapter 12. Carboxylic Acids
12
Chapter 13. Derivatives of Carboxylic
Acids
Experiment #8
Preparation of a Designated Ester
Distillation
Experiment #9
Ascorbic acid (Vitamin C) Analysis
Titration
Experiment #10
Fats and Oils, Soaps and Detergents
Hydrolysis
Experiment #11
Some Tests for Fats, Proteins, and
Carbohydrates in Milk
13
Chapter 14. Amines
No Laboratory this week
14
Chapter 15. Carbohydrates
Dyes and Dyeing
III
Experiment #12
Diazo coupling
15
Chapters 16 & 17. Amino Acids,
Proteins and Lipids
16
FINAL EXAM
Dow 135
IX
Evaluation
Weekly quizzes
Four hour exams.
Comprehensive final exam
Lab Reports graded weekly
X.
Check Out -- All Lab Reports submitted
30% of final grade
30% of final grade
20% of final grade
20% of final grade
Bibliography
There are usually four or five "Brief Organic" texts in print at any one time. Exemplary are:
H. Hart, D. J. Hart & L Craine, Organic Chemistry, A Short Course, 9th ed. Houghton-Mifflin,
1995.
P. S. Bailey & C. A. Bailey, Organic Chemistry, A Brief Survey, 5th ed. Prentice Hall, 1995.
R. J. Ouellette, Organic Chemistry, A Brief Introduction. Macmillan, 1994.
A smaller number of laboratory manuals are in print. Most of the experiments in these manuals
require extensive modification to accommodate the order of our lecture coverage, our particular
IV
laboratory facilities and our particular equipment. For these reasons, a dedicated laboratory
manual has been published. A copy is on file in the chemistry department office, Dow 264.
Syllabus prepared by:
Quentin R. Petersen
Name
10/16/95
Date