Download Survey of Organic Chemistry

Chabot College
October 1998
Course Outline forChemistry 8
SURVEY OF ORGANIC CHEMISTRY
Catalog Description:
8 – Survey of Organic Chemistry
6 units
Fundamental aspects of the structure, physical properties, chemical reactivity and synthesis of
organic compounds with emphasis on materials of interest to students in the biological sciences.
Laboratory experiments cover basic organic laboratory techniques using reactions or processes
found in the biological sciences. Prerequisite: Chemistry 1B (completed with a grade of “C” or
higher). 4 hours lecture, 1 hour discussion, 3 hours laboratory.
Prerequisite Skills:
Upon entering the course, the student should be able to:
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Construct electron configurations;
Draw Lewis structures given chemical formulas;
Generate and evaluate resonance structures in terms of contribution and overall structure;
Determine limiting reagent and calculate percent yields;
Describe properties of gases, liquids, solids and solutions;
Interpret chemical reactions via thermodynamic data;
Determine molecular shapes using hybridization theory and VSEPR theory;
Use molecular geometries to determine intermolecular forces;
Determine if reaction mechanism fits experimental rate laws;
Use acid-base theory to predict reaction products and extent of reaction.
Expected Outcomes for Students:
Upon completion of the course, the student should be able to:
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Explain physical properties of the functional groups studied based on structural analysis;
Name compounds of the functional groups studies;
Predict major organic products for reactions involving functional groups studied;
Give simple mechanisms for the following reaction types (SN1, SN2, E1, E2, electrophilic addition
and nucleophilic addition);
Use spectroscopic data to elucidate structures for simple organic compounds;
Identify structural and stereochemical isomers and correlate properties with structure;
Propose short synthetic pathway to compounds of the functional groups studied;
Apply knowledge of organic molecules to biological processes;
Perform basic laboratory techniques in organic laboratory such as but not limited to
(crystallization, distillation, extraction and chromatography techniques, polarimetry);
Follow safe practices in handling organic chemicals.
Course Content (Lecture):
1. Review of atomic structure and bonding
2. Alkanes
a. Structure
b. Nomenclature
c. Uses and Sources
d. Physical Properties
e. Chemical Reactivity (Combustion, Halogenation, etc.)
Chabot College
Course Outline for Chemistry 8, Page 2
October 1998
3. Alkyl Halides
a. Structure
b. Nomenclature
c. Physical Properties
d. Chemical Reactivity (Substitution, Elimination, etc.)
4. Stereochemistry
a. Chirality
b. Enantiomers
c. Diastereomers
d. Optical activity/polarimetry
5. Alcohols
a. Structure
b. Nomenclature
c. Uses and Sources
d. Physical Properties
e. Chemical Reactivity (Oxidation, Dehydration, etc.)
f. Methods of Synthesis
6. Ethers
a. Structure
b. Nomenclature
c. Physical Properties
d. Methods of Synthesis
7. Alkenes
a. Structure
b. Nomenclature
c. Physical Properties
d. Chemical Reactivity (Addition Reactions)
e. Methods of Synthesis
8. Alkynes
a. Structure
b. Nomenclature
c. Physical Properties
d. Chemical Reactivity
e. Methods of Synthesis
9. Aromatic Hydrocarbons
a. Structure and Stability (4n + 2 rule)
b. Nomenclature
c. Chemical Reactivity
10. Aldehydes
a. Structure
b. Nomenclature
c. Physical Properties
d. Chemical Reactivity
e. Methods of Synthesis
11. Ketones
a. Structure
b. Nomenclature
c. Physical Properties
d. Chemical Reactivity
e. Methods of Synthesis
12. Carboxylic Acids
a. Structure
b. Nomenclature
c. Physical Properties
Chabot College
Course Outline for Chemistry 8, Page 3
October 1998
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d. Chemical Reactivity
e. Methods of Synthesis
Esters
a. Structure
b. Nomenclature
c. Physical Properties
d. Chemical Reactivity
e. Methods of Synthesis
Amines
a. Structure
b. Nomenclature
c. Physical Properties
d. Chemical Reactivity
e. Methods of Synthesis
Amides
a. Structure
b. Nomenclature
c. Physical Properties
d. Chemical Reactivity
e. Methods of Synthesis
Spectroscopy
a. Proton and C13 nuclear magnetic spectroscopy
b. Infrared Spectrophotometry
c. Ultra Violet Spectrophotometry
d. Mass Spectroscopy
Biological Molecules
a. Proteins
i. amino acids
ii. structure of proteins
iii. properties
iv. synthesis
b. Carbohydrates
i. structure and properties of monosaccharides
ii. structure and properties of common dissacharides
iii. structure and properties of polysaccharides
c. Lipids
i. waxes
ii. triglycerides
iii. steroids
iv. terpenes
d. Nucleic Acids
i. structure and properties
ii. DNA/RNA
Course Content (Laboratory):
1. Laboratory Techniques
a. Extraction
b. Distillation
c. Chromatography
i. Thin Layer
ii. Column
iii. Gas
d. Polarimetry
Chabot College
Course Outline for Chemistry 8, Page 4
October 1998
e. Refractometry
f. Melting point determination
g. Boiling point determination
h. Crystallization
i. Spectrophotometry
2. Recording and interpreting laboratory data
3. Laboratory Safety
a. Handling of chemicals
b. Researching safety of chemicals
c. Disposal of chemicals
4. Computerized molecular modeling
Methods of Presentation:
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Lecture and class discussion
Models, computerized molecular modeling, videos and transparencies
Demonstrations
Hands-on laboratory work to learn lab techniques and to support lecture topics
Methods of Evaluating Student Progress:
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Quizzes
Exams
Written Laboratory Notebook
Homework Assignments
Student Participation in lecture
Student Performance in laboratory
Textbook(s) (Typical):
Organic Chemistry, Carey, McGraw Hill Publishers
Special Student Materials:
1. Molecular model kit
2. Safety goggles approved for chemistry laboratory
3. Laboratory coat/apron
kk CHEM8_10-98
Retyped 9/15/04