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C341, Page 1
Learning Outcomes and Activities for Chemistry 341 – Organic Chemistry I.
Learning Outcome
Associated Activities
1
C341.A
Understand
structures of
organic
compounds, their
classes, and
nomenclature
2
3
4
C341.B
C341.C
Understand
structures,
isomerism,
physical and
chemical
properties, and
practical
importance of
alkanes and
cycloalkanes
Understand
chirality and
stereoisomerism
of organic
compounds,
nomenclature of
chiral
compounds, their
physical and
biological
properties
Understand structures of organic molecules and
different ways of their graphic representation
Understand hybridization of atomic orbitals and its
influence on chemical and physical properties of
organic compounds
Know and be able to recognize all major functional
groups and classes of organic compounds and different
ways of their graphic representation
Understand and be able to apply major principles of
both common and IUPAC nomenclatures of organic
compounds
1
Understand structures of alkanes and cycloalkanes and
their constitutional isomerism
2
Understand basic principles affecting physical
properties of alkanes and cycloalkanes
3
Understand conformations of alkanes and cycloalkanes
and different ways of their graphic representation
4
Understand cis,trans isomerism of cycloalkanes and
different ways of their graphic representation
5
Understand basic principles affecting chemical
behavior of alkanes and cycloalkanes, and oxidation as
their primary reaction
6
Know major sources of alkanes and cycloalkanes and
their practical importance
1
Understand chirality and stereoisomerism of organic
compounds
2
3
Understand and be able to apply principals of naming
chiral compounds, including R,S system of
stereocenters
Understand specific chemical and physical properties
of chiral compounds, including compounds with one
and two stereocenters
4
Understand optical activity of chiral compounds and
methods of its detection and measuring
5
Understand principles and methods of separation of
enantiomers and diastereomers
6
Understand significance of chirality in biological world
and its practical importance for biological activity of
organic compounds
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C341, Page 2
C341.D
C341.E
C341.F
Understand
acidity and
basicity of
organic
compounds and
their connection
to chemical
reactivity
Understand
structures,
isomerism,
nomenclature
and practical
importance of
alkenes
Understand
major chemical
reactions of
alkenes,
including
electrophilic
addition,
oxidation, and
reduction
1
Understand structures and functions of BrønstedLowry and Lewis acids and bases
2
Understand principles influencing acidity and basicity
of organic compounds, including electronegativity and
hybridization of atoms, and charge delocalization
3
Understand acidity and basicity as a basis of chemical
reactivity of organic compounds
1
Understand structures of alkenes, their cis,trans
isomerism, and nomenclature
2
3
1
Understand the presence of double bond as a major
factor that determines chemical reactivity of alkenes
2
Understand electrophilic addition as a major chemical
reaction of unsaturated organic compounds
3
4
C341.G
Understand
transformation of
alkanes into
highly reactive
haloalkanes via
radical
halogenation
Understand and be able to apply principles of
designating configuration in alkenes, including
cis,trans and E,Z systems
Understand and be able to recognize structures of
terpenes as a major class of naturally occurring
alkenes, know their practical importance
Know and understand major examples of electrophilic
addition in alkenes, including addition of hydrogen
halides, water, and halogens, hydroboration-oxidation,
and oxymercuration-reduction.
Know and understand major oxidation and reduction
reactions of alkenes, and major reagents used in these
reactions, including catalytic hydrogenation, oxidation
to glycols, and ozonation
1
Understand structures of haloalkanes, haloalkenes, and
haloarenes, and their nomenclature
2
Understand factors determining specific physical and
chemical properties of haloalkanes
3
Understand the key role of haloalkanes in organic
chemistry as reactive derivatives of alkanes
4
Understand radical halogenation as a major method of
preparation of haloalkanes from alkanes
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C341, Page 3
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2
C341.H
Understand
nucleophilic
aliphatic
substitution and
β-elimination as
a major reaction
types in organic
chemistry
3
Understand SN1 and SN2 as two major mechanisms of
nucleophilic aliphatic substitution
4
Understand β-elimination as a competitor of
nucleophilic substitution
5
Understand E1 and E2 as two major mechanisms of βelimination
6
Understand phase transfer catalysis as an important
tool facilitating nucleophilic aliphatic substitution
1
2
C341.I
Understand
structure,
nomenclature,
properties,
reactions, and
practical
significance of
alcohols
Understand the role of nucleophilic aliphatic
substitution as a major reaction type in organic
chemistry
Understand major factors affecting nucleophilic
substitution, including the role of nucleophile, leaving
and neighboring groups, and solvents
3
Understand structure and nomenclature of alcohols and
thiols, including primary, secondary, and tertiary
alcohols, diols, and poliols
Understand the presence of hydroxyl as a major factor
determining specific physical and chemical properties
of alcohols, including their high boiling points, their
acidity and basicity
Understand nucleophilic aliphatic substitution and βelimination as major reactions of alcohols, as well as
different methods of transforming hydroxyl into a good
leaving group, including acid catalysis, conversion to
haloalkanes, and tosylation
4
Understand pinacol rearrangement as a major industrial
chemical reaction
5
Know and understand different methods and outcomes
of oxidation of alcohols, and reagents used there for
6
Understand practical significance and role of alcohols
in human history, chemical industry, and environment
protection
7
Understand factors determining specific properties of
thiols compared to alcohols
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C341, Page 4
C341.J
Acquire
significant
practical
experience in
major methods
of isolation and
purification of
organic
compounds, and
carrying out
chemical
reactions.
1
Become proficient in basic methods of separation and
isolation of organic compounds, including liquid-liquid
extraction, gravity and vacuum filtration, and
distillation/evaporation
2
Become proficient in basic methods of characterization
of organic compounds, including melting point
determination and thin layer chromatography (TLC)
3
Be able to successfully apply TLC for monitoring
progress of chemical reactions, separation and
purification of reaction products
4
Be able to successfully use open column
chromatography to isolate and purify products of
chemical reactions
5
Through participation in a real research project acquire
significant practical experience in carrying out
chemical reactions. The reactions in question may
include but will not be limited to aldol condensation
and reductive amination
6
Become familiar with modern methods of parallel
organic synthesis including application of microwave
synthesizers
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