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Course, academic year 2023/2024
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Organic Chemistry III - MC270P23
Title: Organická chemie III
Czech title: Organická chemie III
Guaranteed by: Department of Organic Chemistry (31-270)
Faculty: Faculty of Science
Actual: from 2022
Semester: winter
E-Credits: 3
Examination process: winter s.:
Hours per week, examination: winter s.:2/1, C+Ex [HT]
Capacity: unlimited
Min. number of students: 3
4EU+: no
Virtual mobility / capacity: no
State of the course: taught
Language: Czech
Note: enabled for web enrollment
Guarantor: Dr. Lukáš Rýček, M.Sc.
Teacher(s): doc. Ing. Josef Hájíček, CSc.
Dr. Lukáš Rýček, M.Sc.
Incompatibility : MC270P21
Annotation -
Last update: doc. Ing. Josef Hájíček, CSc. (29.10.2019)
The course deals with the chemistry of heterocycles.
Topics include: Systematic, common and trivial names of heterocyclic compounds, Hantzsch-Widman nomenclature system. Retrosynthetic analyses of individual heterocycles. Synthesis of 3 to 6-membered heterocyclic skeletons with one or two heteroatoms (same or different). Synthesis of benzoderivatives of selected heterocycles. Reactivity of heterocyclic rings, nucleophilic and electrofilic substitution. Addition and cycloaddition reactions. Reactivity of small rings (3 and 4 membered). Fotochemistry in heterocyclic chemistry. Molecular rearrangements. Synthetic methods involving heterocycles as intermediates. Stability and reactivity of heterocyclic compounds in acidic or basic media. Use of heterocycles, their importance in pharmaceutical chemistry.
Literature - Czech
Last update: doc. Ing. Josef Hájíček, CSc. (29.10.2019)

Eicher, T., Hauptmann S.: The chemistry of Heterocycles. Thieme

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http://site.ebrary.com/lib/cuni/reader.action?docID=10671573

 

Requirements to the exam - Czech
Last update: doc. Ing. Josef Hájíček, CSc. (16.10.2020)

Přednáška je zakončena ústní zkouškou jejiž součástí je i písemně vypracovaný syntetický projekt, zabývající se vybraným významným heterocyklem.

V akademickém roce 2020/2021 bude z důvodu epidemiologické situace předmět mimořádně vyučován v letním semestru.

Syllabus -
Last update: doc. Ing. Josef Hájíček, CSc. (29.10.2019)

Topics:
1. Nomenclature. Hantzsch-Widman system. Trivial names. Numbering of rings.
2. Synthesis of heterocyclic systems - 3 and 4 membered heterocycles.
3. Synthesis of heterocyclic systems - 5 membered heterocycles.
4. Synthesis of heterocyclic systems - 6 membered heterocycles.
5. Synthesis of heterocyclic systems - 6 heterocycles. containing other heteroatoms than nitrogen, 7 and more membered heterocycles.

Discussed within each heterocyclic system listed above is:

6. Retrosynthetic analysis, principal methods of synthesis (historical, new, efectivity).
7. Nucleophilic and electrophilic substitution. Additions, cycloadditions, reactivity of small rings.

8. Photochemistry.
9. Rearrangements, keto-enol tautomerism.
10. Heterocycles as intermediates in synthetic methods.
11. Stability and reactivity of heterocycles, influence of pH.
12. Information on selected representative heterocycles.
13. Industrial chemistry of heterocycles. 
14. Biological significance of heterocycles. Pharmacy, toxicity, medicines.

Entry requirements - Czech
Last update: doc. Ing. Josef Hájíček, CSc. (29.10.2019)

Přednáška vyžaduje absolvování přednášek z organické chemie v rozsahu bakalářského studia (zpravidla Organická chemie I a II (MC270P01 a MC270P02N). Vzhledem k zaměření na chemii heterocyklů je velmi vítáno ovládat i znalosti z předmětu Organická syntéza. 

 
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