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Modern principles of organic synthesis are taught with the focus on reduction and oxidation of organic compounds, introduction of halogenes, nitro, nitroso, sulfo groups, application of alkylation and acylation reactions for design of a broad range of organic componds, application of organometallic compounds, application of diazonium salts, and formation of alkenes and alkynes by elimination reactions. Modern methods of transformation of the carbonyl and carboxylic groups. Principles of protection in organic synthesis. A very good knowledge of subjects Organic chemistry I, Organic Chemistry II, and Mechanisms of Organic Reactions is required. To be admitted, students will have to pass successfuly an introductory test.
Last update: Svoboda Jiří (09.07.2013)
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Students will be able to: utilize methods of reduction and oxidation of all kind of organic functional groups introduce and remove various functionalities in organic molecules construct various complex carbon chains utilizng alkalytion and acylation reactions selectively protect functionasl groups in multi-step syntheses design syntheses of organic compounds on intermediate level Last update: Cibulka Radek (19.08.2013)
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R: Svoboda J.: Organická syntéza I - Transformace funkčních skupin. 80-7080-385-1 A: F. A. Carey, R. J. Sundberg: Advanced Organic Chemistry, 5th Ed., Part B, 2006.978-0-387-68354-6 Last update: Svoboda Jiří (09.07.2013)
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1. Reduction. Catalytic hydrogenation, reduction of multiple bonds. 2. Reduction of functional groups, hydrogenolytic reactions. 3. Oxidation of a nonfunctional and functional carbon atom, hydroxylation, oxidation leading to carbonyl compounds and carboxylic acids. Oxidation of O, N, and S-functional groups, oxidative decarboxylation. 4. Halogenation. Addition and substitution reactions. Substitution of halogenes, O- and N-derivatives. 5. Alkylation a acylation reactions. Nucleophilic substitution, nucleophilic and alkylation reagents, PTC-catalysis. 6. Alkylation of heteroatoma, alkylation of C-acids. Base catalyzed aldolisation reactions. The Wittig and related reactions. 7. Friedel-Crafts alkylation and acylation, halomethylation, formylation. 8. Nitration and nitrosation. Application for the synthesis of nitro and nitroso compounds. Sulfonation of aliphatic and aromatic compounds. 9. Formation and reactivity of diazonium salts. Diazotation, substitution of the diazo group, coupling reactions. 10. Formation of organometallic compounds. 11. Aplication of organometallic compounds. 12. Elimination reactions. Mechanisms, dehydration, deoxygenations, elimination of N-, S-groups, halogens, decarboxylation, extrusion. 13. Functional derivatives of carbonyl and carboxylic group. Acetals, nitrogen derivatives. Formation of functional derivatives of carboxylic acids. 14. Principle of protection in organic synthesis. Protection of OH, CO, NH2 and COOH. Last update: Svoboda Jiří (04.11.2009)
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Teaching support to lectures at the lecturer. Last update: Svoboda Jiří (09.07.2013)
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Inorganic chemistry II, Organic Chemistry II Last update: Svoboda Jiří (09.07.2013)
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| Teaching methods | ||||
| Activity | Credits | Hours | ||
| Účast na přednáškách | 1.5 | 42 | ||
| Příprava na přednášky, semináře, laboratoře, exkurzi nebo praxi | 2 | 56 | ||
| Příprava na zkoušku a její absolvování | 2.5 | 70 | ||
| Účast na seminářích | 1 | 28 | ||
| 7 / 7 | 196 / 196 | |||
| Coursework assessment | |
| Form | Significance |
| Examination test | 30 |
| Oral examination | 70 |