Download Demonstrate skill in organic chemistry techniques.

South Central College
Chem 220 Organic Chemistry I
Common Course Outline
Course Information
Description
Organic Chemistry I is the first course in a two semester sequence which covers the
structure, stereochemistry, physical properties, reactivity, reaction mechanisms and
synthesis of carbon-containing compounds. Emphasis on alkanes, alkenes, alkynes,
alcohols, alkyl halides, aldehydes, ketones, and carboxylic acids and their derivatives.
Laboratory experiments will integrate green methods into common synthetic techniques
and the preparation and reactions of functional groups. Prerequisite: Chem 121
Instructional
Level
Associate Degree
Total Credits
5.00
Total Hours
96.00
Types of Instruction
Instruction Type
Credits
Lecture
4
Lab
1
Pre/Corequisites
Prerequisite
Chem 121
Course Competencies
1
Demonstrate understanding of the structure and properties of organic molecules.
Learning Objectives
Use valence bond theory and molecular orbital theory to describe covalent bonding.
Draw resonance structures, identify isomers, and explain the difference between them.
Predict general trends in physical properties.
Identify the general classes of organic compounds.
2
Describe the structure and stereochemistry of alkanes.
Learning Objectives
Draw and name isomers of alkanes and cycloalkanes, draw alkane conformations.
Draw alkane and cycloalkane conformations, compare their energies, and predict the most stable conformations.
3
Demonstrate understanding of organic reactions through the study of mechanisms,
thermodynamics, and kinetics.
Common Course Outline - Page 1 of 4
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Learning Objectives
Propose mechanisms for reactions.
Draw reaction-energy diagrams.
Use the mechanism, thermodynamics, and kinetics of a reaction to predict which of several possible products is the
major product.
Identify reactive intermediates and explain their properties.
4
Compare and differentiate stereoisomers using an understanding of their three-dimensional
structures.
Learning Objectives
Recognize structures that have stereoisomers, chiral structures, and asymmetric carbon atoms, and identify the
relationships between stereoisomers.
Explain the relationships between optical activity and chirality, optical purity, and enantiomeric excess.
5
Demonstrate understanding of the properties and reactions of alkyl halides.
Learning Objectives
Name alkyl halides and explain their physical properties and common uses.
Predict the products of substitution and elimination reactions and explain what factors favor each type of reaction.
Predict which mechanisms and products are most likely for a given set of reaction conditions.
6
Describe the properties of alkenes and show how they can be synthesized.
Learning Objectives
Draw and name alkenes and cycloalkenes, and calculate the number of double bonds and rings from a molecular
formula.
Use the structure of alkenes to explain their stability.
Demonstrate the synthesis of alkenes by eliminations from alkyl halides and alcohols.
7
Predict reactions of alkenes.
Learning Objectives
Demonstrate understanding of electrophilic additions.
Predict products of reactions of alkenes, including regiochemistry and stereochemistry.
Explain observed products of alkene reactions using a mechanistic approach.
Solve multistep synthesis problems.
8
Demonstrate understanding of the properties and reactions of alkynes.
Learning Objectives
Draw and name alkynes, cycloalkynes, and their derivatives.
Show how alkynes are synthesized by eliminations, additions, and substitutions.
Predict products of the reactions of alkynes and propose mechanisms to explain observed products.
Solve multistep synthesis problems.
9
Discuss the physical properties of alcohols and summarize the methods used to synthesize
them.
Learning Objectives
Draw structures and name alcohols, phenols, diols, and thiols.
Predict relative boiling points, acidities, and solubilities.
Show the conversion of alcohols from alkenes, alkyl halides, and cabonyl compounds.
Discuss the use of greener methods for the synthesis reactions using Grignard and organolithium reagents.
10
Summarize the types of reactions that alcohols undergo and the reagents that used in these
reactions.
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Learning Objectives
Identify oxidized and reduced species in an oxidation-reduction reaction.
Predict products of reactions of alcohols with various agents.
Propose mechanisms to explain alcohol reactions.
Plan multistep syntheses.
11
Identify and explain the formation and reactions of ethers, epoxides, and thioethers.
Learning Objectives
Draw and name ethers and heterocyclic ethers. Explain trends in their physical properties.
Predict products and propose mechanisms for the reactions of ethers and epoxides.
Explain why sulfides are more reactive than ethers.
12
Discuss the properties and reactions of ketones and aldehydes.
Learning Objectives
Draw and name ketones and aldehydes.
Propose syntheses of ketones and aldehydes from compounds containing other functional groups, and propose
syntheses using ketones and aldehydes as starting materials and intermediates.
Predict products and propose mechanisms for the reactions of ketones and aldehydes.
13
Analyze the structure, properties, and reactions of amines, including their importance as
biological compounds.
Learning Objectives
Draw and name amines and explain the variation in their basicity.
Predict products and propose mechanisms for the reactions of amines and propose syntheses of amines from
compounds containing other functional groups.
14
Analyze and examine the structure, properties, and reactions of carboxylic acids.
Learning Objectives
Draw and name carboxylic acids and dicarboxylic acids; describe trends in acidity and physical properties and
explain variations in their acidity.
Predict products and propose mechanisms for reactions of carboxylic acids.
Propose syntheses of carboxylic acids from compounds containing other functional groups and propose syntheses
using carboxylic acids and chlorides as starting materials and intermediates.
15
Show understanding of the properties and reactions of carboxylic acid derivatives.
Learning Objectives
Draw and name carboxylic acid derivatives, describe trends in their properties and compare reactivities.
Predict products and propose mechanisms for the reactins of carboxylic acid derivatives.
Propose syntheses of acid derivatives from compounds containing other functional groups and propose syntheses
using acid derivatives as starting materials and intermediates.
16
Analyze chemical reactions or processes to determine greenness.
Learning Objectives
Compare methods using parameters such as relative chemical hazards of reagents, environmental impact of
materials and waste, transportation hazards, difficulty of synthetic method, and reaction efficiency.
Perform an economic analysis of an experiment to demonstrate the economic vs. chemical issues involved in
green chemistry.
Recognize impact of solvent choice on reaction rate through experimentation of the kinetics of hydrolysis of tertButyl Chloride (exp 10)
Monitor waste generated in a chemical reaction or process.
Use computational methods in a molecular modeling program to explore design of safer products and synthetic
efficiency (exp 11)
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Explore the use of alternative reaction media and reuse of reagents through synthesis and recrystallization of
adipic acid. (exp 5)
Demonstrate understanding of the use of mild reagents thorough the Glaser-Eglinton-Hay coupling. (exp 6)
Compare methods of the preparation of stilbene dibromide. (exp 2, 3)
Explore the use of water as a solvent through a palladium-catalyzed alkyne coupling. (exp 13)
Calculate atom economy through experimentation of the diels-alder reaction in water. (exp)
Demonstrate understanding of renewable feedstocks and design for degradation through experimentatio of
biodiesel syntheses. (exp)
17
Demonstrate skill in organic chemistry techniques.
Learning Objectives
Determine melting points of solids and liquids and demonstrate recrystallization through experimentation with an
aldol condensation reaction. (exp 1)
Perform a fractional distillation through the preparation and distillation of cyclohexene. (exp 4)
Extract d-limonene from orange peel using liquid carbon dioxide. (exp)
SCC Accessibility Statement
If you have a disability and need accommodations to participate in the course activities, please contact your
instructor as soon as possible. This information will be made available in an alternative format, such as Braille,
large print, or cassette tape, upon request. If you wish to contact the college ADA Coordinator, call that office
at 507-389-7222.
Disabilities page http://southcentral.edu/academic-policies/disability-rights.html
Common Course Outline - Page 4 of 4
Thursday, January 10, 2013 12:50 PM