Heartland Community College
Master Course Syllabus
Division Name: MS Division
Course Prefix and Number: CHEM 242
Course Title: Organic Chemistry II
DATE PREPARED: December 15, 1999
DATE REVISED: February 16, 2012
PCS/CIP CODE: 11 400504
IAI NO. (if available): Major Code CHM 914
EFFECTIVE DATE OF FIRST CLASS: Spring 2012
CREDIT HOURS: 5
CONTACT HOURS: 7
LECTURE HOURS: 4
LABORATORY HOURS: 3
CATALOG DESCRIPTION:
Prerequisite: CHEM 241 or equivalent. This course is a continuation of Organic Chemistry
I. This course will focus on the synthesis, reactivities, and mechanisms of various organic
reactions. Topics will include the study of aldehydes, ketones, carboxylic acids, esters,
amines, amides, aromatic derivatives, and biologically important molecules. One three hour
lab each week will emphasize the synthesis, characterization, and identification of organic
compounds that feature different functional groups.
TEXTBOOKS such as:
Carey, Francis A. and Robert M. Guiliano. Organic Chemistry. 8th Edition. New York,
NY: McGraw Hill, 2010. Print.
Solomons, T.W. Graham and Craig B. Fryhle. Organic Chemistry. 9th Edition. Hoboken,
NJ: John Wiley & Sons, 2007. Print.
Wade, L.G. Organic Chemistry. 8th Edition. Upper Saddle River, NJ: Prentice Hall,
2012. Print.
A comparable text that addresses at a minimum the topics listed in the Course Outline and
that provides students with the opportunity to achieve the learning outcomes for this course
may be substituted.
RELATIONSHIP TO ACADEMIC DEVELOPMENT PROGRAMS AND
TRANSFERABILITY:
CHEM 242 fulfills 5 semester hours of elective credit for the A.A., A.S. or A.A.S.
degrees. It should transfer to most colleges and universities as an elective course. However,
since it is not part of the General Education Core Curriculum described in the Illinois
Articulation Initiative, students should check with an academic advisor for information about
its transferability to other institutions. This course should articulate as the equivalent of an
IAI baccalaureate major course; refer to the IAI web page for further information at
www.itransfer.org.
LEARNING OUTCOMES:
This is the second course of a two-semester sequence intended for those students with an
interest in a science major, such as chemistry, chemical engineering, biology, or physics, or a
pre-professional major, such as pre-medical, pre-dental, or pre-pharmacy. This course covers
the detailed mechanistic explanations of a variety of synthetic organic reactions, as well as
the prediction of reagents necessary to bring about a series of synthetic
transformations. These skills will ultimately be used in the planning of the total synthesis of
a diverse group of organic compounds.
COURSE OUTCOMES:
By the end of this course, students will have developed an understanding of the
fundamental concepts of organic chemistry, as well as critical thinking and analysis
skills. This will be achieved by
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applying concepts of stability and reactivity to conjugated and aromatic systems,
determining the chemical reactivity of aromatic molecules with both electrophiles
and nucleophiles,
understanding the oxidative and reductive reactivity of alcohols, aldehydes,
ketones, and carboxylic acids,
reviewing and expanding upon the reactivity of alcohols, ethers, and analogous
sulfur-containing compounds,
understanding the properties of a variety of carbonyl compounds, including
aldehydes, ketones, carboxylic acids, esters, anhydrides, and acyl halides,
determining the chemical reactivity of these classes of carbonyl compounds,
involving wide range of nucleophiles and electrophiles,
understanding the methods for preparing carbon-based nucleophiles, such as
organolithium and Grignard reagents, then reacting these nucleophiles with a
variety of electrophiles,
understanding the methods for preparing and reacting enols and enolates,
understanding the properties and nucleophilic reactivity of amines, as well as
their preparation using reductive and substitution reactions, and
applying these reactions to biologically-relevant molecules, like carbohydrates
and amino acids.
GENERAL EDUCATION OUTCOMES:
PS1, PS2, PS3, PS4, CT1, CT2, CT3, CO1
RANGE OF ASSESSMENT METHODS:
Problem sets, quizzes, exams, laboratory reports, technique (practical) assessments
COURSE/LAB OUTLINE:
Lecture topics
- Conjugated systems and their reactivity
- Aromatic systems (nomenclature and reactivity)
- Alcohols, ethers, and sulfur-analogs (nomenclature and reactivity)
- Aldehydes and ketones (nomenclature and reactivity)
- Organometallic compounds
- Carboxylic acids and their derivatives (nomenclature and reactivity)
- Amines (nomenclature and reactivity)
- Applications in carbohydrate, lipid, and amino acid chemistry
- Total synthesis
Laboratory experiments
- Diels-Alder Cycloaddition
- Electrophilic Aromatic Substitution: Bromination
- Electrophilic Aromatic Substitution: Friedel-Crafts Acylation
- Green Oxidation of a Secondary Alcohol
- Reduction and Acetal Protection
- Grignard Generation and Nucleophilic Attack
- Esterification: Synthesis of Aspirin and Wintergreen from a Common Precursor
- Aldol Condensations
METHOD OF EVALUATION (Tests/Exams, Grading System):
Problem Sets: 10 – 15 %
Quizzes: 10 – 15 %
Exams: 40 – 50 %
Laboratory work: 20 – 40 %
Grades will be based on a set scale:
A:
85.0%
B: 75.0 – 84.9%
C: 65.0 – 74.9%
D: 60.0 – 64.9%
F: ≤ 59.9%
An incomplete grade may be given to a student who, by the withdrawal date, can reasonably
be expected to pass the course. Incompletes may be granted only when justified by extreme
circumstances (e.g., serious illness, accident, death or serious illness in the immediate
family). Incomplete grades are not given for such reasons as unjustified failure to appear for
the final examination. A written agreement, outlining the requirements to be met, must be
signed by the instructor and the student. The agreed-upon requirements must be completed
no later than the end of the following semester (spring semester for incompletes granted
during the fall, and the following fall for incompletes given during the spring and summer
semesters). By the agreed-upon date, the instructor will assign a grade or the incomplete will
be changed to an F if the requirements are not completed.
REQUIRED WRITING AND READING:
This course will require the reading of approximately 600 pages of text from both the lecture
and lab textbooks over a 16-week period. Written analysis will be required in the form of
problem sets, quizzes, exams, and both formal and informal laboratory reports.