SEMESTER LEARNING PLAN
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Course Title: Stereochemistry (STR)
MK code: AKM21 434
Credit Weight: 2
Group of Courts: elective
Semester: 3
Prerequisite Course: KO1
Lecturer:
Ismiyarto, S.Si., M.Si., Ph.D
Dra. Enny Fachriyah., M.Si
Graduate Learning Outcomes (GLO)
Attitude | GLO2-(S9) | Demonstrate an attitude of responsibility for work in their field of expertise independently. |
Knowledge | GLO3-(PP1) | Mastering the theoretical concepts of structure, properties, changes, kinetics, and energetics of molecules and chemical systems, identification, separation, characterization, transformation, synthesis of micromolecular chemicals, and their application. |
General Skills | GLO 5 -(KU1) | Able to apply logical, critical, systematic, and innovative thinking in the development or implementation of science and technology that pays attention to and uses humanities values by their field of expertise. |
GLO 6 -(KU2) | Able to demonstrate independent, quality, and measurable performance. | |
Special skill | GLO 8 -(KK1) | Able to produce appropriate conclusions based on the identification, analysis, isolation, transformation, and synthesis of chemicals that have been carried out. |
GLO 8 -(KK2) | Able to solve science and technology problems in general and straightforward chemical fields such as identification, analysis, isolation, transformation, and synthesis of micro-molecules through the application of knowledge of structure, properties, kinetics, and energetics of molecules and chemical systems, with analytical methods and synthesis in specific chemical fields, as well as the application of relevant technologies. | |
GLO 8 -(KK3) | Able to analyze several alternative solutions in identification, analysis, isolation, transformation, and synthesis of available chemicals and present analysis conclusions for appropriate decision making. |
CLO-1 | can explain the Role and Dynamics of Pesticides |
CLO-2 | can explain the classification of pesticides based on how the pesticide enters/works, based on the target organism, based on the level of toxicity |
CLO-3 | can explain the analysis and handling of the dangers/impacts of using pesticides |
CLO-4 | can describe the use and formulation of pesticides |
CLO-5 | is capable of exploring and designing materials for pesticides
M6 can determine the qualitative and quantitative tests of pesticides |
CLO-6 | can determine the qualitative and quantitative tests of pesticides |
CLO-7 | Able to explain and describe Enantioselective reactions with Catalysts of Organic Compounds and Organo-metallic Compounds. |
Course Description
This course study contains aspects of static stereochemistry: Structural Isomers Geometry (Cis and Trans), conformation, the chirality of molecules, and determining their absolute configuration based on the Cahn Ingold-Prelog rule for straight chain compounds, cyclic chains, joined rings and rings with Bridge. The structure of the dissymmetric compound and able to determine the absolute configuration for the dissymmetric combination. Dynamic stereochemistry studies include stereochemical aspects of substitution reactions (SN-2, SN-1, and SN-i) and addition reactions (Diels Alder, bromination and hydroxylation), elimination reactions (dehydration and hydrochlorination), and rearrangement reactions. Enantioselective reactions using Organic Compound Catalysts and Organo-metal Compounds.
Week | Expected ability (Sub-CLO) | Study Materials/ Learning Materials | Learning methods | Student Learning Experience | Time (minutes) | Evaluation | |
Criteria and Indicators | % | ||||||
1 | Able to explain and write the structure of Organic Compounds involving sp, sp2, sp3 hybrid atomic orbitals, sigma, and phi bonds. | Structure of Organic Compounds. Introduction Sp, sp2 and sp3 Hybrid Orbitals Sigma and phi bonds Structural isomers. | Discovery learning
Cooperative learning |
Group discussion, determine the sp, sp2, and sp3 hybrid orbitals of a carbon atom in organic compounds. Construct the formation of sigma and pi bonds in an organic compound. | FF: 1 x (2 x 50”)
ST + SS: 1 x [(2 x 50”) + (2 x 60”)] |
The accuracy of explaining and determining the sp, sp2, and sp3 Hybrid Orbitals of a carbon atom in Organic compounds.
Accuracy in constructing the formation of sigma and pi bonds in an organic compound. |
5 |
2 | Able to explain and write the structure of Organic Compounds with Fisher’s Projection. | Fisher’s Projection: An Introduction. The basic principle of describing the structure of a molecule is with Fisher’s projection. Fisher projection of monosaccharides and their derivatives. | Discovery learning
Cooperative learning |
Group discussion, illustrated with the help of a molecular model for molecular structure with Fisher projections. Fisher’s Projection | FF: 1 x (2 x 50”)
ST + SS: 1 x [(2 x 50”) + (2 x 60”)] |
Accuracy of describing Molecular structure with Fisher Projection. | 5 |
3 | Able to explain and write the structure of Organic Compounds with Newman Projection and describe the transformation of Fischer projection to Newmann and vice versa. | Newmann’s projection. Introduction The depiction of groups around the sigma bonds of ethane and butane compounds. Easel Formula. Form conformation and energy level. Transformation of Fischer projection to Newmann and vice versa. | Discovery learning
Cooperative learning Problem Based Learning |
Group discussion, illustrated assisted by molecular models for molecular structure with Fisher and Newmann. projections | FF: 1 x (2 x 50”)
ST + SS: 1 x [(2 x 50”) + (2 x 60”)] |
The accuracy of transforms in depicting various structures of organic compounds with Fisher and Newmann Projections | 5 |
4 | Able to explain and write isomers of Organic Compounds, including Structural Isomers Geometry (Cis and Trans), conformation, and chirality of molecules. | Stereochemical Aspects: Structural Isomers Geometric Isomers (Cis and Trans). Molecular Chiral Conformation. | Discovery learning
Cooperative learning Problem Based Learning |
Group discussion, describing assisted with molecular models for Molecular structure. | FF: 1 x (2 x 50”)
ST + SS: 1 x [(2 x 50”) + (2 x 60”)] |
Accuracy describes the various two-dimensional structures of Structural Isomers, Geometric Isomers (Cis and Trans), Stereoisomer conformers. | 5 |
5 | Be able to explain the chirality of an organic molecule and determine its absolute configuration according to the Cahn Ingold-Prelog Rule.
|
Static Stereochemistry Molecular Chirality Cahn-Ingold-Prelog Rule Absolute Configuration. | Discovery learning
Cooperative learning Problem Based Learning |
Lecture: explain the concept of the Cahn Ingold-Prelog Rule for Configuration determination
Absolute chiral compounds |
FF: 1 x (2 x 50”)
ST + SS: 1 x [(2 x 50”) + (2 x 60”)] |
The accuracy of determining the absolute configuration of chiral compounds. | 10 |
6 | Able to determine the number of stereoisomers in organic compounds in straight chains and cyclic chains. | Number of Stereoisomers: Cyclic Chain Straight Chain | Discovery learning
Cooperative learning Problem Based Learning |
Group discussion, determination of the number of stereoisomers in straight-chain and cyclic compounds | FF: 1 x (2 x 50”)
ST + SS: 1 x [(2 x 50”) + (2 x 60”)] |
The accuracy of determining the number of stereoisomers in the straight-chain and cyclic chiral compounds. | 10 |
7 | Able to explain the relationship between streamers with identical structures, enantiomers, and diastereomers. | Identical Stereoisomer Relationship Meso Enantiomer Diastereoisomer | Discovery learning
Cooperative learning Problem Based Learning |
Group discussion, determination of the relationship between the two isomeric structures are identical, meso, enantiomer, and diastereoisomer structures. | FF: 1 x (2 x 50”)
ST + SS: 1 x [(2 x 50”) + (2 x 60”)] |
The accuracy of determining the relationship between the two isomeric structures is the identical structure, meso, enantiomer, and diastereoisomer. | 10 |
8
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Midterm exam | Written exam | 90 | The truth and completeness of the answer to the question | 50 | |
9 | Be able to explain and describe the types of structures of dissymmetric compounds. | Dissymmetrical Compounds. | Discovery learning
Cooperative learning Problem Based Learning |
Group discussion, molecular model approach to determine dissymmetry of organic compounds | FF: 1 x (2 x 50”)
ST + SS: 1 x [(2 x 50”) + (2 x 60”)] |
Accuracy in describing the dissymmetry of organic compounds. | 5 |
10 | Be able to determine the absolute configuration for a dissymmetric compound. | Determination of the Absolute Configuration For Dissymmetric Compounds. | Discovery learning
Cooperative learning Problem Based Learning |
Group discussion, molecular model approach to determine absolute dissymmetry configuration of organic compounds | FF: 1 x (2 x 50”)
ST + SS: 1 x [(2 x 50”) + (2 x 60”)] |
The accuracy of determining the absolute configuration of the dissymmetry of organic compounds. | 5 |
11 | Be able to explain and describe Incorporated Ring Compounds and Ring Compounds With Bridges. | Ring Compound Joined Ring Compound With Bridge. | Discovery learning
Cooperative learning Problem Based Learning |
Group discussion, molecular model approach for constructing compound structures with Joined Rings and Rings With Bridges | FF: 1 x (2 x 50”)
ST + SS: 1 x [(2 x 50”) + (2 x 60”)] |
Accuracy describes and describes the structure of compounds with joined rings and rings with bridges. | 5 |
12 | Able to explain and describe reactions involving dynamic stereochemical aspects, such as substitution reactions (SN-2, SN-1, and SN-i) and addition reactions (Diels Alder, bromination, and hydroxylation). | Dynamic Stereochemistry of SN-2, SN-1, SN-I substitution reactions, addition reactions: Alder diels, bromination, hydroxylation. | Discovery learning
Cooperative learning Problem Based Learning |
Lecture, explaining the stereospecificity of organic chemical reactions: Substitution Reactions SN-2, SN-1, SN-1 Addition Reactions: Diels Alder, Bromination, hydroxylation. | FF: 1 x (2 x 50”)
ST + SS: 1 x [(2 x 50”) + (2 x 60”)] |
The accuracy of determining the dominant products related to the stereospecificity of the substitution reaction SN-2, SN-1, SN-I, Addition Reaction: Diels Alder, Bromination, hydroxylation | 5 |
13 | Able to explain and describe reactions involving aspects of Dynamic stereochemistry, including Elimination reactions (Dehydration and Hydrochlorination) and Rearrangement Reactions. | Dynamic Stereochemistry of Elimination Reaction: Dehydration Hydrochlorination Rearrangement Reaction. | Discovery learning
Cooperative learning Problem Based Learning |
Lecture, explaining the stereospecificity of Elimination reactions (Dehydration, dehydrochlorination) and Rearrangement Reactions. | FF: 1 x (2 x 50”)
ST + SS: 1 x [(2 x 50”) + (2 x 60”)] |
The accuracy of determining the dominant products related to the stereospecificity of Elimination reactions (Dehydration, dehydrochlorination) and Rearrangement Reactions | 10 |
14 | Able to explain and describe Enantioselective reactions with Organic Compound Catalysts. | Enantioselective Reaction with Organic Compound Catalyst | Discovery learning
Cooperative learning Problem Based Learning |
Lecture, explaining enantioselective induction of organic compound catalysts in organic chemical reactions. | FF: 1 x (2 x 50”)
ST + SS: 1 x [(2 x 50”) + (2 x 60”)] |
Accuracy describes the enantioselective induction of organic compound catalysts in organic chemical reactions. | 10 |
15 | Able to explain and describe Enantioselective reactions with Organic Compound Catalysts. | Enantioselective Reactions with Organo-metal Compound Catalysts | Discovery learning
Cooperative learning Problem Based Learning |
Lecture, explaining the enantioselective induction of organometallic catalysts in organic chemical reactions. | FF: 1 x (2 x 50”)
ST + SS: 1 x [(2 x 50”) + (2 x 60”)] |
Accuracy describes the enantioselective induction of organometallic catalysts in organic chemical reactions. | 10 |
16 | Final exams | Written exam | 90 | The truth and completeness of the answer to the question | 50 | ||
Total Rating | 100 |
Reference:
- Juaristi, E., 1991, Introduction To Stereochemistry And Conformational Analysis, John Wiley and Sons, INC., New York.
- Fessenden And Fessenden., ab Pudjaatmaka A.H., 1992, Kimia Organik, Jilid 1, Edisi Ke-3, Erlangga, Jakarta.
Glossary
GLO = Graduate Learning Outcome
CLO = Course Learning Outcomes
FF = Face to Face Learning
ST = Structured tasks
SS = Self Study