SubjectsSubjects(version: 855)
Course, academic year 2019/2020
  
Organic Synthesis - AM110003
Title: Organic Synthesis
Guaranteed by: Department of Organic Chemistry (110)
Actual: from 2019
Semester: winter
Points: winter s.:7
E-Credits: winter s.:7
Examination process: winter s.:
Hours per week, examination: winter s.:3/2 Ex [hours/week]
Capacity: 20 / 20 (unknown)
Min. number of students: unlimited
Language: English
Teaching methods: full-time
Level:  
For type: Master's (post-Bachelor)
Note: course can be enrolled in outside the study plan
enabled for web enrollment
Guarantor: Cibulka Radek prof. Ing. Ph.D.
Kundrát Ondřej Ing. Ph.D.
Annotation -
Last update: Kundrát Ondřej Ing. Ph.D. (24.01.2018)
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.
Literature
Last update: Kundrát Ondřej Ing. Ph.D. (24.01.2018)

F. A. Carey, R. J. Sundberg: Advanced Organic Chemistry, 5th Ed., Part B, 2006.978-0-387-68354-6

R. Norman, J. M. Coxon: Principles of Organic Synthesis, 3rd Ed., 1993, CRC Press, 0-7487-6162-4

Syllabus -
Last update: Kubová Petra Ing. (15.01.2018)

1. Reduction. Catalytic hydrogenation, reduction of multiple bonds.

2. Reduction of functional groups, hydrogenolytic reactions.

3. Oxidation of a non-functional 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 heteroatoms, 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, halogenes, decarboxylation, extrusion.

13. Functional derivatives of carbonyl and carboxylic group. Acetals, nitrogen derivatives. Formation of functional derivatives of carboxylic acids.

14. Principles of protection in organic synthesis. Protection of OH, CO, NH2 and COOH.

Registration requirements
Last update: Kundrát Ondřej Ing. Ph.D. (24.01.2018)

No

Course completion requirements -
Last update: Kundrát Ondřej Ing. Ph.D. (15.02.2018)

The students have to pass two tests during the semester. The exam is combined - the students have to pass both a test and an oral part.

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

 
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