COMMUNITY COLLEGE OF RHODE ISLAND
LECTURE SYLLABUS
ORGANIC CHEMISTRY I
FALL – 2007
COURSE NUMBER:
CHEM 2270-104
COURSE TITLE:
Organic Chemistry I
CREDITS:
3 Credit Hours
ROOM:
# 6060
TIME:
Tuesday, 6:30PM – 9:30PM
TEXTS:
Organic Chemistry 6 ed.
By: John McMurry.
Study Guide and Solutions Manual for Organic Chemistry
By: Susan McMurry
INSTRUCTOR:
Wayne Suits
Professor of Chemistry
Office Room #:
3268
Office Hours:
Thursdays, Noon to 4:00PM
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Organic Chem I - Lecture
Fall, 2007
COURSE DESCRIPTION
This course deals with the chemical principles involved in organic reactions. Emphasis
is placed on aliphatic compounds, stereochemistry and structure elucidation.
The assessment tools for this course will include weekly quizzes, monthly exams, a final
exam and the OWL (Online Web-based Learning) system.
The OWL System
The OWL system is both a tutorial and an assessment tool. Students log onto the
system, choose an assignment, read any given information and then answer the
questions. Slightly different versions of the same questions are repeatedly presented
to the student until the student achieves the correct answer or simply quits. The
system only records the student’s best performance on each assignment.
Consequently, OWL makes it possible for any student to achieve a perfect score for
15% of the graded work in this class. The successful student must exercise a diligent
work ethic because the assignments are only open for grading a prescribed amount of
time. The due dates for each assignment are listed next to the assignment name.
Ample time is allotted for completion of each assignment. Therefore, no extensions
of the due dates are allowed. Beyond the due date for an assignment the grading is
closed for that assignment, but the assignment remains open for tutorial practice. To
purchase an OWL Access Code, go to http://owl.thomsonlearning.com and follow
instructions under “Buy an Access Code Online.”
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Organic Chem I - Lecture
Fall, 2007
LECTURE SYLLABUS
CHEM 2270-104
I.
Structure and Bonding
A) Review Atomic Structure
B) Electron Configuration
C) Chemical Bonding
1)
2)
ionic
covalent
D) Molecular Orbital Theory
E) Hybridization of Carbon
1)
2)
3)
sp3 structure of methane
sp2 structure of ethylene
sp structure of acetylene
F) Hybridization of Other Atoms
1)
2)
3)
II.
Nitrogen
Oxygen
Boron
Bonding and Molecular Properties
A)
B)
C)
D)
E)
Drawing Chemical Structures
Formal Charges
Polarization and Electronegativity
Dipole Moment
Acids and Bases
1) Bronsted Lowry Definition
2) Lewis Definition
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Organic Chem I - Lecture
Fall, 2007
III. Nature of Organic Compounds: Alkanes and Cycloalkanes
A)
B)
C)
D)
E)
Functional Groups
Alkanes and Alkyl Groups
Nomenclature of Alkanes and Alkyl Groups
Properties of Alkanes
Cycloalkanes
1)
2)
Naming
Cis-trans isomerism
IV. Stereochemistry of Alkanes and Cycloalkanes
A.
B.
C.
D.
Conformations of Ethane, Propane and Butane
Conformations and Stability of Cyclobutane, Cyclopentane and
Cyclohexane
Axial and Equatorial Bonds in Cyclohexane
Conformation Analysis of Monosubstituted and Disubstituted
Cyclohexanes
V. Organic Reactions
A)
B)
C)
D)
E)
Polar Reactions
Radical Reactions
Rates and Equilibrium
Bond Dissociation Energies
Reaction Energy Diagrams
1)
2)
VI.
Transition States
Intermediates
Alkenes: Structure and Reactivity
A)
B)
C)
D)
E)
Calculation of Degree of Unsaturation
Electronic Structure of Alkenes
Alkene Stability
Nomenclature of Alkenes
Reactions of Alkenes
1)
2)
F)
G)
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Addition of HX
Markovnikow’s Rule
Carbocation Structure and Stability
Hammond Postulate
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Organic Chem I - Lecture
Fall, 2007
VII. Alkenes Reactions and Synthesis
A)
Reactions
1)
2)
3)
4)
5)
6)
7)
8)
9)
B)
Addition of Halogens
Halohydrin Formation
Oxymercuration
Hydroboration
HBr/peroxides
Hydrogenation
Hydroxylation
Oxidative Cleavage
Diol Cleavage
Preparation of Alkenes
1)
2)
Elimination of HX
Elimination of H2O
VIII. Alkynes
A)
B)
C)
Electronic Structure
Nomenclature
Reactions
1)
2)
3)
4)
D)
E)
Alkyne Acidity
Alkylation of
1)
2)
F)
G)
H)
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Addition of HX and X2
Hydration
Hydrogenation
Hydroboration
Acetylide Anions
Alkyne Dianions
Oxidation Cleavage of Alkynes
Preparation of Alkynes
Organic Synthesis
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Organic Chem I - Lecture
IX.
Fall, 2007
Introduction to Stereochemistry
A)
B)
C)
Optical Activity
Specific Rotation
Optical Isomers
1.
2.
3.
Enantiomers, Diastereomers, Racemates
R and S Configurations
Resolution of Racemic Mixtures
X. Alkyl Halides
A)
B)
C)
D)
E)
XI.
Reactions of Alkyl Halides
A)
B)
XII.
Nomenclature
Structure of Alkyl Halides
Preparation of Alkyl Halides
Reactions of Alkyl Halides
1) Grignard Formation
Organometallic Coupling
Substitution; Sn1 + Sn2
Elimination E1 and E2
Structure Determination
A)
B)
Purification of Organic Compounds
Mass Spectroscopy
1) Theory and Interpretation
C)
Infrared Spectroscopy
1) Theory and Interpretation
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Organic Chem I - Lecture
Fall, 2007
Tentative Exam Coverage:
Chapters
Exam Dates
Exam No. 1 . . . . . . . . . . . . . . . . .
1–4
10/09/2007
Exam No. 2 . . . . . . . . . . . . . . . . .
5–8
11/13/2007
Exam No. 3 . . . . . . . . . . . . . . . . .
9 – 12
12/11/2007
Final Exam . . . . . . . . . . . . . . . … Comprehensive
Evaluation Procedure:
Possible Points
3, One Hour Exams (Best 2)
200
1, Final Exam (Comprehensive)
200
8, Lecture Quizzes (Best 7)
70
OWL Assignments
83
TOTAL
553
Exam Security:
Please be advised that your graded exams and quizzes are my property. They
will all be handed back and reviewed in class but following this review, they will be
collected and kept on file in my office. Any students may make an appointment to
review their exams/quizzes at any time but that review must take place in my office. I
use this security measure to guard against any unfair advantage that might be offered to
a few students who have access to old exams.
MAKE-UP POLICY
Before tabulating your final grade, I will drop your lowest hour exam and your lowest
lecture quiz. This precludes the necessity for any make-up.
GOOD LUCK!!!
Professor Wayne A. Suits
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