SubjectsSubjects(version: 855)
Course, academic year 2019/2020
  
Organic Synthesis - D110003
Title: Organická syntéza
Guaranteed by: Department of Organic Chemistry (110)
Actual: from 2011
Semester: winter
Points: winter s.:0
E-Credits: winter s.:0
Examination process: winter s.:
Hours per week, examination: winter s.:0/0 other [hours/week]
Capacity: unknown / unknown (unknown)
Min. number of students: unlimited
Language: Czech
Teaching methods: full-time
Level:  
For type:  
Note: course is intended for doctoral students only
can be fulfilled in the future
Guarantor: Svoboda Jiří prof. Ing. CSc.
Is interchangeable with: AP110003, P110003
Annotation -
Last update: Svoboda Jiří prof. Ing. CSc. (17.03.2014)
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.
Aim of the course -
Last update: Svoboda Jiří prof. Ing. CSc. (17.03.2014)

Students will be able to:

apply 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

Literature -
Last update: Cibulka Radek prof. Ing. Ph.D. (04.05.2014)

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

Learning resources -
Last update: Svoboda Jiří prof. Ing. CSc. (17.03.2014)

Teaching support to lectures at the lecturer

Syllabus -
Last update: Svoboda Jiří prof. Ing. CSc. (17.03.2014)

1. Methods of reduction in organic synthesis.

2. Reduction of functional groups, hydrogenolytic reactions.

3. Oxidation in organic synthesis, application to various functional groups.

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.

Course completion requirements -
Last update: Cibulka Radek prof. Ing. Ph.D. (04.05.2014)

It is compulsory to pass two seminar tests with the average result at least 50%,written examination test with the result at least 50%, and finally to pass successfuly the oral examination.

Coursework assessment
Form Significance
Examination test 30
Oral examination 70

 
VŠCHT Praha