Riverside Community College District
Integrated Course Outline of Record
Chemistry 12B
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COURSE DESCRIPTION
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12B Organic Chemistry II
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Units: 5.00
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Prerequisite(s):
CHE 12A: Organic Chemistry I
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Continues discussion based on the content of CHE12A. Develops a detailed study of nucleophilic and elimination reactions from a mechanistic viewpoint. Aliphatic and aromatic chemistry will be fully integrated throughout CHE-12B. Considerable emphasis on synthesis. Laboratory includes techniques of syntheses, separation, and identification of several compounds, and an introduction to qualitative organic analysis. 54 hours lecture and 108 hours laboratory.
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SHORT DESCRIPTION FOR CLASS SCHEDULE
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Continued study of structure and reactivity of carbon compounds with increasing emphasis on biological applications.
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ADVISORY ENTRY SKILLS
None.
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STUDENT LEARNING OUTCOMES
Upon successful completion of the course, students should be able to:
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1. Identify the factors affecting the structure, physical properties, and
chemical reactivity of the families of organic compounds including
those based on nitrogen and the carbonyl group.
2. Apply the reactions, methods of preparation and nomenclature for
the families of aromatic chemistry, both alone and in conjunction
with the functional groups of the aliphatic series.
3. Relate functional group chemistry to the basic molecules of the
biological world (to act as a foundation for the study of biochemical
process).
4. Analyze compound structure using an expanded knowledge of
spectroscopic methods (adding carbon magnetic resonance and
mass spectrometry to the arsenal of tools).
5. Plan and carry out the synthesis of more difficult compounds
(including syntheses requiring a sequence of steps).
6. Identify compounds with simple functional groups using wet
chemistry and spectroscopic methods.
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COURSE CONTENT
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TOPICS
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The structure of the course will depend upon the preferences of the instructor whether to adhere to a functional group or mechanistic approach and whether the front-end conceptual materials is done early, by topic, or interspersed throughout the course. Thus individual concepts from the list below may or may not be included under the heading where they are listed, but the lectures and/or laboratories contain the following content:
1. Conjugation
a. Dienes and allyl systems
b. Additional emphasis on resonance
c. Aromaticity and antiaromaticity
d. Carbonyl conjugation
e. MO treatment of conjugated systems
2. Acids and Bases
a. Carbon acids
b. Basicity of amines
c. Solution vs Gas phase acidity and basicity
d. Basicity of aromatic heterocycles
e. Acidity and bascity of amino acids
3. Families of compounds: for each family studied, the student will
know the nomenclature, physical properties, methods of synthesis,
and important reactions
a. Aromatic compounds
b. Amines
c. Aldehydes/Ketones
d. Carboxylic acids
e. Esters
f. Amides
g. Acid halides and anhydrides
h. Nitriles
4. Carbon-carbon bond forming reactions
a. Friedel Crafts alkylation
b. Aldol condensation
c. Claisen condensation
5. Classes of reactions
a. Additional elimination
b. Elimination addition
c. Addition
6. Mechanisms
a. Electrophilic aromatic substitution
b. Nucleophilic aromatic substitution
7. Reactive intermediates: in all cases below, the structure of each
intermediate, means of formation, relative stabilities, and
methods of quenching/decomposition will be discussed.
a. Phenonium ions
b. Enolate anions
c. Enols
8. Heterocycles
a. Nomenclature of the five and six membered heterocycles
b. Electrophilic and nucleophilic reactions of the aromatic
heterocycles
c. Purine and Pyrmidine bases
9. Carbohydrates
a. Nomenclature
b. Constitutional and stereochemical structure determination
c. Synthesis
d. Reactions
e. Polysaccharides
10. Amino Acids, Peptides and Proteins
a. Nomenclature, structure, and reactions of amino acids
b. Peptide and protein properties
c. Sequencing and synthesis of peptides and amino acids
11. Special Topics
a. Methods of synthesis of complex materials
b. Alkaloids
c. Macrocyclic ethers
d. Nuclei acids
e. Catabolic and Anabolic reactions
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METHODS OF INSTRUCTION
Methods of instruction used to achieve student learning outcomes may include, but are not limited to:
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- Traditional lecture: information transfer, problem-solving approaches and strategies, applications
- Multimedia Presentation: information transfer, problem-solving approaches and strategies, applications
Socratic interaction
- In-class problem solving with instructor assistance
- Instructor guided collection, calculation, and analysis of data from experimental procedures
- Small Group Activities
- Computer Aided Instruction (including tutorials), molecular modeling, internet assignments
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METHODS OF EVALUATION
Students will be evaluated for progress in and/or mastery of learning outcomes by methods of evaluation which may include, but are not limited to:
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- Exams and quizzes testing for problem solving ability, knowledge of concepts and reactions, and the ability to apply the concepts
- Oral reports
- Written assignments
- Laboratory reports
- Laboratory projects and/or performance through assessment of purity, yields, or correct identification of unknowns.
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ASSIGNMENTS
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Required Reading Assignments
Required Writing Assignments
Other Outside-of-Class Assignments
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COURSE MATERIALS
All materials used in this course will be periodically reviewed to ensure that they are appropriate for college level instruction. Possible texts include:
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Brown and Foote. Organic Chemistry. 3 ed.
any: Saunders College Publishing, 2000.
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Bruice. Organic Chemistry. 2 ed.
any: Prentice Hall, 1998.
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Pavia, Lampman, Kriz, and Engel. Organic Laboratory Techniques – A Microscale Approach. 3 ed.
any: Thomson Brooks Cole, 1999.
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| 05/04 |
| 476 |