| Course title | Stereochemistry |
|---|---|
| Course code | OCH/SC |
| Organizational form of instruction | Lecture + Seminar |
| Level of course | Bachelor |
| Year of study | 3 |
| Semester | Winter |
| Number of ECTS credits | 4 |
| Language of instruction | Czech |
| Status of course | Compulsory |
| Form of instruction | Face-to-face |
| Work placements | This is not an internship |
| Recommended optional programme components | None |
| Lecturer(s) |
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| Course content |
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1. Molecular geometry, bonding parameters - bond length, angle, dihedral angle, deformation of bonding angle, hydrogen bonds, rotation around the bond. Molecular symmetry and chirality - classification, distinguishing. 2. Stereoisomerisms and center of chirality - molecules with one chiral center, configuration nomenclature, molecules with more chiral centers. 3. Axial and planar chirality - principles, stereochemistry of allenes, spiranes, biphenyles, cyclophanes, helicity, nomenclature. 4. Topicity and prostereoisomerism - homotopicity, enanciotopicity, diastereotopicity, nomenclature, NMR spectra, chemical and biochemical transformations. 5: Racemization and methods of resolution , mechanism of racemization, asymmetric transformation and mutarotation, methods of separation, optical purity. 6. Distinguishing of configuration - absolute configuration, correlation methods, configuration and character of geometric isomers. 7. Conformation of acyclic compounds - molecular mechanical pinciples and conformation, Klyne-Prelog terminology of torsion angles, methods of conformation analyses, conformation around sp3-sp3, sp3-sp2 bonds and carbon-heteroatom bonds. Character of conformers . 8. Conformation of cyclic molecules - cyclohexane, mono, di- and polysubstituted cyclohexanes, cyclohexane ring with sp2 carbons. 9. Conformation of cyclic compounds - rings different from cyclohexane, heterocycles. 10. Conformation of condensed and bridged cyclic systems - preparation, stability, reactivity, character. 11. Molecular dissymmetry and chiroptopic character - polarized light and its parameters, ORD and CD - characterization and application. 12. Dynamic stereochemistry - conformation and reactivity of rigid and mobile diastereoisomers, quantitative correlation between conformation and reactivity. 13. Conformation and reactivity of cyclic compounds, atropoisomers. 14. Stereo selective reactions - principles, classification, terminology, stereo selective reactions of acyclic and cyclic compounds, enantio selective reactions.
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| Learning activities and teaching methods |
| Lecture |
| Learning outcomes |
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Specialized course focusing on the prinicples of stereochemistry.
Explain main spatial parameters and their relations to the properties of organic molecules |
| Prerequisites |
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unspecified
OCH/OC2 |
| Assessment methods and criteria |
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Oral exam, Written exam
The subject is terminated by credit and examination. Credit is a writing test and is given in obtaining 60% points from each of the two exams during the semester. Written tests are focused on examples of current taught area. When failure is possible to obtain credit at an alternative date the successful fulfillment exam focusing on examples from around the discussed of subject matter and 60%. Enrollment for the examination is conditional on the successful acquisition of credit. During the examination, students show adequate theoretical knowledge from all of lectured areas. |
| Recommended literature |
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| Study plans that include the course |
| Faculty | Study plan (Version) | Category of Branch/Specialization | Recommended semester | |
|---|---|---|---|---|
| Faculty: Faculty of Science | Study plan (Version): Bioorganic Chemistry and Chemical Biology (2020) | Category: Chemistry courses | 3 | Recommended year of study:3, Recommended semester: Winter |