SubjectsSubjects(version: 963)
Course, academic year 2020/2021
  
Organic Synthesis - AM110003
Title: Organic Synthesis
Guaranteed by: Department of Organic Chemistry (110)
Faculty: Faculty of Chemical Technology
Actual: from 2019 to 2021
Semester: winter
Points: winter s.:7
E-Credits: winter s.:7
Examination process: winter s.:
Hours per week, examination: winter s.:3/2, Ex [HT]
Capacity: 20 / 20 (unknown)
Min. number of students: unlimited
State of the course: taught
Language: English
Teaching methods: full-time
Teaching methods: full-time
Level:  
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.
Classification: Chemistry > Organic Chemistry
Examination dates   Schedule   
Annotation -
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: Kundrát Ondřej (24.01.2018)
Course completion requirements -

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.

Last update: Kundrát Ondřej (15.02.2018)
Literature

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

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

A: G. Zweifel, M. Nantz, P. Somfai: Modern Organic Synthesis: An Introduction, 2nd Ed., 2017, Wiley, 978-1119086536

A: S. Caron: Practical Synthetic Organic Chemistry: Reactions, Principles, and Techniques, 2nd Ed., 2020, Wiley, 978-1119448853

Last update: Kundrát Ondřej (18.06.2024)
Syllabus -

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

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

3. Halogenation. Addition and substitution reactions. Substitution of halogenes, O- and N-derivatives.

4. Alkylation a acylation reactions. Nucleophilic substitution, nucleophilic and alkylation reagents, PTC-catalysis.

5. Alkylation of heteroatoms, alkylation of C-acids. Base catalyzed aldolisation reactions. The Wittig and related reactions.

6. Friedel-Crafts alkylation and acylation, halomethylation, formylation.

7. Formation of organometallic compounds.

8. Aplication of organometallic compounds.

9. Nitration and nitrosation. Application for the synthesis of nitro and nitroso compounds. Sulfonation of aliphatic and aromatic compounds.

10. Formation and reactivity of diazonium salts. Diazotation, substitution of the diazo group, coupling reactions.

11. Elimination reactions. Mechanisms, dehydration, deoxygenations, elimination of N-, S-groups, halogenes, decarboxylation, extrusion.

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

13. Reduction of functional groups, hydrogenolytic reactions.

14. 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.

Last update: Kundrát Ondřej (25.11.2021)
Registration requirements

No requirements for the students entering the UCT Prague for their whole Master or Double Master degree.

A mandatory entry tests for the students visiting the UCT Prague as Erasmus students a like. More details and a specimen entry test can be found at https://uoch.vscht.cz/studying/msc-subjects/orgsyn

Last update: Kundrát Ondřej (26.11.2021)
Teaching methods
Activity Credits Hours
Účast na přednáškách 1.5 42
Příprava na přednášky, semináře, laboratoře, exkurzi nebo praxi 2.5 70
Příprava na zkoušku a její absolvování 2 56
Účast na seminářích 1 28
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