SubjectsSubjects(version: 855)
Course, academic year 2019/2020
  
Organic Reaction Mechanisms - N110015
Title: Mechanismy organických reakcí
Guaranteed by: Department of Organic Chemistry (110)
Actual: from 2019
Semester: winter
Points: winter s.:5
E-Credits: winter s.:5
Examination process: winter s.:
Hours per week, examination: winter s.:2/2 C+Ex [hours/week]
Capacity: unknown / unknown (unknown)
Min. number of students: unlimited
Language: Czech
Teaching methods: full-time
Level:  
Is provided by: M110006
For type:  
Note: course can be enrolled in outside the study plan
enabled for web enrollment
Guarantor: Tobrman Tomáš doc. Ing. Ph.D.
Interchangeability : M110006
Is interchangeable with: M110006
Annotation -
Last update: Cibulka Radek prof. Ing. Ph.D. (28.11.2013)
The course is focused on mechanistic interpretation of reactions and processes in organic chemistry and their application in prediction of reaction parameters, product composition and stereochemistry of synthetically useful organic reactions.
Aim of the course -
Last update: Cibulka Radek prof. Ing. Ph.D. (28.11.2013)

Students will be able to:

understand the mechanisms of substitution, elimination and addition reactions.

predict the course of reactions.

suggest suitable mechanism of novel organic reaction.

Literature -
Last update: Tobrman Tomáš doc. Ing. Ph.D. (08.08.2013)

R: O. Cervinka a kol., Mechanizmy organickych reakci, SNTL/ ALFA, Praha 1981. 0463281

R: Reinhard Bruckner, Advanced Organic Chemistry, Harcourt Academic Press, 2002. 9780121381103

Learning resources -
Last update: Tobrman Tomáš doc. Ing. Ph.D. (08.08.2013)

Study materials available on request.

Syllabus -
Last update: Tobrman Tomáš doc. Ing. Ph.D. (08.08.2013)

1. General terms. Structural and electronic effects influencing a reaction course. Transition state theory.

2. Electrophilic substitution on sp3 hybridized carbon atom. Molecularity of the chemical reaction. Synthetic use and examples.

3. Nucleophilic substitution on sp3 hybridized carbon atom. Molecularity of chemical the reaction. Synthetic use and examples. Neighboring group participation in the reaction outcome and mechanism. Qualitative and quantitative evaluation of the nucleophiles and leaving groups.

4. Electrophilic aromatic substitution. Molecularity of the chemical reaction. Synthetic use and examples. Evaluation of substituents on aromatic systems and their influence on the reaction course.

5. Nucleophilic aromatic substitution. Meisenheimer complex.

6. Radical substitutions.

7. Eliminations. Zaitsev and Hoffmann rules. Regioselectivity of the reaction.

8. Additions. Steric effects and their influence on the reaction course. Application of the reaction in organic synthesis.

9. Diels- Alder type reaction. Cyclo-additions. Synthetic examples.

10. Nucleophilic additions on polarized bonds. Reaction of carbonyl compounds with organometalic reagents.

11. Oxidations and reductions.

12. Molecular rearrangements. Wagner- Meerwein rearrangements.

13. Photochemical reactions

Registration requirements -
Last update: Tobrman Tomáš doc. Ing. Ph.D. (08.08.2013)

Organic Chemistry II

Teaching methods
Activity Credits Hours
Konzultace s vyučujícími 0,5 14
Účast na přednáškách 1,2 34
Příprava na přednášky, semináře, laboratoře, exkurzi nebo praxi 1 28
Příprava na zkoušku a její absolvování 1 28
Účast na seminářích 1,3 35
5 / 5 139 / 140
Coursework assessment
Form Significance
Regular attendance 10
Continuous assessment of study performance and course -credit tests 30
Oral examination 60

 
VŠCHT Praha