PřF:C8510 Mechanisms of Org. React.-sem. - Course Information
C8510 Mechanisms of Organic Reactions - seminar
Faculty of ScienceSpring 2020
- Extent and Intensity
- 0/1/0. 1 credit(s) (fasci plus compl plus > 4). Type of Completion: z (credit).
- Teacher(s)
- prof. RNDr. Petr Klán, Ph.D. (lecturer)
Mgr. Peter Štacko (assistant) - Guaranteed by
- prof. RNDr. Petr Klán, Ph.D.
Department of Chemistry – Chemistry Section – Faculty of Science
Supplier department: Department of Chemistry – Chemistry Section – Faculty of Science - Timetable
- Mon 9:00–9:50 A08/309
- Prerequisites
- C7410 Structure and Reactivity && NOW ( C8500 Mechanisms of Org. Reactions )
organic chemistry; physical chemistry - Course Enrolment Limitations
- The course is also offered to the students of the fields other than those the course is directly associated with.
- fields of study / plans the course is directly associated with
- Analytical Chemistry (programme PřF, D-CH)
- Analytical Chemistry (programme PřF, M-CH)
- Inorganic Chemistry (programme PřF, D-CH)
- Inorganic Chemistry (programme PřF, M-CH)
- Macromolecular Chemistry (programme PřF, D-CH)
- Chemistry (programme PřF, M-CH)
- Environmental Chemistry (programme PřF, D-CH)
- Environmental Chemistry (programme PřF, M-CH)
- Macromolecular Chemistry (programme PřF, M-CH)
- Organic Chemistry (programme PřF, D-CH)
- Organic Chemistry (programme PřF, M-CH)
- Course objectives
- The aim of this seminar is to practise the topics which were discussed in the course of Mechanisms of organic reactions (C7410).
- Learning outcomes
- Students will be able to solve tasks from the field of the reaction mechanisms of organic molecules.
- Syllabus
- 1. Writing Organic Reaction Mechanisms. Electron configurations. Electron pushing. Symbolism. 2. Experimental Tools to Study Reaction Mechanisms. Kinetics and thermodynamics. Identification of products. Crossover studies. Isotopic labeling. Stereochemistry. Trapping of reactive intermediates. 3. Reactive Intermediates. Carbocations. Carbanions, Radicals. Carbenes. Nitrenes. Arynes. Ketenes. Electron-deficient compounds. 4. Electrophilic Addition to Multiple Bonds. Halogenation. Oxymercuration. Hydroboration. Epoxidation. Addition to Alkynes. 5. Reactions of Carbonyl and Carboxyl Compounds. Stereoelectronic effects of addition. Hydrolysis. Acid/base catalyzed reactions. Hydrolysis of acetals and esters. Tautomerism. Reduction. Cannizzaro reaction. Grignard reaction. Michael reaction. Witting reaction. 6. Elimination Reactions. E1, E2 and E1CB mechanisms. Stereo- and regioselectivity of eliminations. Zaitsev's rule. Hofmann elimination. 1,1-Eliminations. 7. Electrophilic Aromatic Substitution. SEAr mechanisms; σ-complex; substituent effects. Quantitative comparison of SEAr rates. Peri interactions and ipso substitutions. 8. Nucleophilic Aromatic and Vinylic Substitution. SNAr mechanisms. Jackson-Meisenheimer complex; aryne. Nucleophilic vinylic substitution. 9. Nucleophilic Aliphatic Substitution. SN1 and SN2. Substitution involving electron transfer. 10. Radical Reactions. Substitution and addition reactions. Fragmentations. Chain processes. Rearrangements. Redox processes. Electron transfer reactions. 11. Organometallic Reactions. Transition-metal complexes. Reaction types. Metal-mediated reactions. Metal-catalyzed reactions. 12. Pericyclic reactions. Selection rules. Cycloaddition. Electrocyclization. Sigmatropic rearrangement. Ene reaction. 13. Photochemical Reactions. Excited-state reactivity. Photocycloaddition. Photoinduced hydrogen transfer. Photoelimination. Singlet oxygen reactions. Photocatalysis.
- Literature
- required literature
- ANSLYN, Eric V. and Dennis A. DOUGHERTY. Modern physical organic chemistry. Sausalito, Calif.: University Science Books, 2006, xxviii, 10. ISBN 1891389319. info
- Teaching methods
- Seminar.
- Assessment methods
- Attendance and working out class assignments.
- Language of instruction
- English
- Further Comments
- The course is taught annually.
- Listed among pre-requisites of other courses
- Teacher's information
- https://is.muni.cz/auth/el/1431/jaro2006/C8500/
- Enrolment Statistics (Spring 2020, recent)
- Permalink: https://is.muni.cz/course/sci/spring2020/C8510