OAKTON COMMUNITY COLLEGE
GENERIC COURSE SYLLABUS
I.
COURSE INFORMATION
Prefix
CHM
II.
Number
207
Name
Elementary Organic Chemistry
Credit
5
Lecture
3
Lab
4
PREREQUISITES:
CHM 101, or CHM 105, or CHM 121 with minimum grade of C in all courses or consent
of instructor.
III.
COURSE (CATALOG) DESCRIPTION
Course is one-semester survey of organic chemistry. Content includes an introduction and
overview of the structure, nomenclature, properties, preparation, and reactions of the
main organic functional groups; introduces biochemistry, including categories of biomolecules and pharmaceuticals. Two weekly hands-on lab sessions. Intended for those
whose curriculum requires only one semester of organic chemistry.
IV.
LEARNING OBJECTIVES
A. Lecture
1. Apply the three models of bonding–Lewis, valence bond and molecular orbital
theory–as well as their extensions–hybridization and resonance–to describe
covalent bonding in organic species.
2. Draw and interconvert drawings of neutral and charged organic species using
condensed formulae, bond-line formulae, Newman projections, sawhorse
projections and Fisher projections.
3. Name organic molecules and functional groups using systematic nomenclature
defined by the International Union of Pure and Applied Chemistry (IUPAC).
4. Rank organic species according to physical and chemical properties, including
polarity, boiling point, heat of combustion, acidity, solubility, bond strength,
stability and reactivity, based on their structural features.
5. Classify isomers as either constitutional or one of the categories of stereoisomer:
conformational, configurational, geometrical, optical, enantiomer, diastereomer
and meso.
6. Relate analytical data, including optical rotation, infrared (IR) spectroscopy and
ultraviolet (UV) spectroscopy to structural features in organic molecules.
7. Illustrate the thermodynamic and kinetic properties of chemical reactions by
constructing a reaction coordinate diagram that illustrates the relative energies of
reactants, products, intermediates and transition states as well as quantities of
enthalpy and activation energy.
Organic Chemistry I (CHM 221) Generic Course Syllabus
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8. Draw mechanisms and transition states for radical reactions and polar reactions as
well as the interconversion of resonance structures using curved-arrow notation.
9. Predict the products of and conditions required for: addition reactions of alkenes
and alkynes; substitution reactions of alcohols and alkyl halides, alkylation
reactions of alkynes; elimination reactions of alcohols and alkyl halides; the
Diels-Alder reaction; electrophilic aromatic substitution; nucleophilic aromatic
substitution; nucleophilic addition reactions to carbonyls; nucleophilic acyl
substitution; carbonyl alpha-substitutions.
10. Identify and describe the physical and chemical properties of conjugated systems
and aromatic compounds.
11. Design synthetic routes to organic molecules using retrosynthetic analysis.
12. Differentiate, classify and characterize biomolecules including carbohydrates,
amino acids, peptides, proteins, nucleic acids and lipids.
13. Outline the steps in anabolic and catabolic processes including catabolism of fats,
glycolysis, citric acid cycle and the transamination of proteins.
14. Describe the structure and synthesis of organic polymers.
B. Laboratory
1. Minimize risk to self and others by adhering to documented and verbalized
laboratory safety policies.
2. Operate instrumentation, such as an infrared spectrometer, melting point device,
and polarimeter, independently to acquire data relevant to an experiment.
3. Assemble glassware apparatuses to perform techniques such as distillation,
extraction and chromatography.
4. Document laboratory procedures, observations, analyses and conclusions in a
laboratory notebook according to scientific standards.
V.
ACADEMIC INTEGRITY
Students and employees at Oakton Community College are required to demonstrate
academic integrity and follow Oakton’s Code of Academic Conduct. This code prohibits:
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cheating
plagiarism (turning in work not written by you, or lacking proper citation)
falsification and fabrication (lying or distorting the truth)
helping others to cheat
unauthorized changes on official documents
pretending to be someone else or having someone else pretend to be you
making or accepting bribes, special favors, or threats
any other behavior that violates academic integrity
There are serious consequences to violations of the academic integrity policy. Oakton’s
policies and procedures provide students a fair hearing if a complaint is made against
Organic Chemistry I (CHM 221) Generic Course Syllabus
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them. If you are found to have violated the policy, the minimum penalty is failure on the
assignment and a disciplinary record will be established and kept on file in the office of
the Vice President for Student Affairs for a period of 3 years.
Details of the Code of Academic Conduct can be found in the Student Handbook.
VI.
OUTLINE OF TOPICS
A. Lecture
1.
Structure and Bonding in Organic Molecules
2. Organic Acids and Bases
3.
Alkanes and Cyloalkanes
4.
Conformational and Geometric Isomerism
5.
Alkenes and Alkynes
6.
Aromatic Compounds
7.
Stereoisomerism and Optical Activity
8.
Organo Halogen Compounds
9.
Substitution and Elimination Reactions
10. Alcohols, Phenols, and Thiols
11. Ethers, Epoxides, and Sulfides
12. Aldehydes and Ketones
13. Carboxylic Acids and their Derivatives
14. Fats and Detergents
15. Amines and Related Nitrogen Compounds
16. Carbohydrates
17. Amino Acids, Peptides, and Proteins
18. Nucleotides and Nucleic Acids
19. The Organic Chemistry of Metabolic Pathways
B.
Laboratory Activities: Includes lectures and demonstration of the location and use of
laboratory safety equipment as well as the laboratory and safety policies of the college.
There are weekly hands-on activities, which may include 24-30 of those listed below.
1. Melting Point Determination
2. Recrystallization
3. Extraction
4. Separation of Pigments in Spinach
5. Using Molecular Models to Visualize Organic Compounds
6. Molecular Models and Conformations
7. Separation of a Mixture: Fractional Distillation
8. Preparation of an Alkene
9. Addition Reaction of an Alkene
10.
Separation of Organic Dyes by Paper Chromatography
11.
Nitration of Methyl Benzoate
12.
Substitution
13.
Chiralty and Stereoisomerism
14.
Alkyl Halides I
15.
Alkyl Halides II
Organic Chemistry I (CHM 221) Generic Course Syllabus
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32.
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Properties of Alcohols
Preparation of an Alcohol
Carbonyl Compounds I
Carbonyl Compounds II
Preparation of a Carboxylic Acid
Reactions of Carboxylic Acids
Properties of Esters
Preparation of Aspirin
Properties of Amines
Infrared Spectroscopy
NMR Spectroscopy I
NMR Spectroscopy II
Polymers
CC Soaps and Detergents
Carbohydrates
Amino Acids I
Amino Acids II
VII. METHODS OF INSTRUCTION
Instructional methods vary by instructor and may include, but are not limited to:
 Lectures, which may be supplemented with classroom discussion, building molecular
models, viewing multimedia and the use of computer-based materials.
 Individual and group problem solving
 Assigned textbook readings
 Handouts and assignments
 Hands-on laboratory activities
 Information literacy assignments
VIII. COURSE PRACTICES REQUIRED
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Attendance at lecture and laboratory sessions.
 Writing Skills: Students are expected to write at the college level on homework,
exams and written assignments.
 Communication Skills: Students are expected to communicate the language and ideas
of organic chemistry orally as well through written assignments. All students will be
asked to answer questions during class and to participate in discussions and oral
presentations.
 Computer Skills: Students will need basic computer skills to complete written
assignments using a word processor, to access online resources, including the D2L
course management system, and to communicate with the instructor through email.
 Completion of reading, problem solving, and report assignments by their respective
due dates. Students are expected to complete assigned textbook and lab manual
readings before each class meeting.
Organic Chemistry I (CHM 221) Generic Course Syllabus
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IX.
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Adherence to standard safety practices while in the laboratory.
Maintaining a laboratory notebook.
INSTRUCTIONAL MATERIALS
Note: Current textbook information for each course and section is available on Oakton’s
Schedule of Classes.
Required
A. Lecture text: McMurray, John; Fundamentals of Organic Chemistry, 7th edition,
2011, Brooks/Cole. ISBN-13: 978-1-4390-4971-6.
B. Laboratory text: Organic Chemistry 207 Laboratory Manual, June 2011 edition,
Oakton Community College Department of Chemistry.
C. Chemical Safety/Splash Goggles. These goggles must meet the following criteria:
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Fit snuggly against the forehead and face, protecting against splashes
Be impact resistant; ANSI rating of Z87 or higher
Include only indirect venting
Two varieties of such goggles compliant with the above criteria are available for
purchase in the bookstore. Students may also elect to find an alternative source for
purchase, as long as the goggles meet the above criteria and are approved by the
instructor.
Recommended
D. Techniques DVD: Churchill, Connie; Microscale Techniques in the Organic
Laboratory, 2011, Oakton Community College. Also available online at
http://video.oakton.edu.
E. McMurray, John; Study Guide with Student Solutions Manual for McMurray’s
Organic Chemistry, 8th Ed., 2011, Brooks/Cole.
X.
METHODS OF EVALUATING STUDENT PROGRESS
Depending upon the instructor, any combination of the following assessments may be
used to evaluate student progress and determine the course grade.
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Attendance
Homework assignments
Quizzes, tests, and examinations, which may include essay, short answer, multiple
choice, true/false, and problem solving questions
Individual and/or group written reports
Individual and/or group oral presentations
Individual and group problem solving
Information literacy assignments utilizing library and online resources
Laboratory assignments, reports, notebooks and practical exams
Organic Chemistry I (CHM 221) Generic Course Syllabus
XI.
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OTHER COURSE INFORMATION
A. Support services include open computer laboratories, the college library, and free
tutoring through the Learning Center as well as office hours with the course
instructor.
B. If you have a documented learning, psychological, or physical disability you may be
entitled to reasonable academic accommodations or services.
To request
accommodations or services, contact the Access and Disability Resource Center at the
Des Plaines or Skokie campus. All students are expected to fulfill essential course
requirements. The College will not waive any essential skill or requirement of a
course or degree program.
C. Any student who is unable, because of his or her religious beliefs, to attend classes or
participate in any required exam, study, or work on a particular day shall be excused
from that exam, study, or work requirement and shall be provided with an opportunity
to make up any requirement that he or she may have missed on that day, provided that
he or she notifies the faculty member or instructor well in advance of any anticipated
absence or conflict between a scheduled class and the religious observance, and
provided that the make-up exam, study, or work does not place an unreasonable
burden upon the institution.
Additional course information will vary by instructor and may include:
 Important dates (e.g., withdrawal deadlines)
 Chemistry tutors in the Learning Center
 Suggestions for success in the course
 Lecture and laboratory schedules
Effective Beginning Term
Syllabus Prepared by
Ending Term
Chad Landrie
Date
Reviewed by Dept./Prog. Chair
Date
Approval by Dean
Date
4/27/2014