Organic Reactions Mechanisms - P110002
Title: Mechanismy organických reakcí
Guaranteed by: Department of Organic Chemistry (110)
Faculty: Faculty of Chemical Technology
Actual: from 2019 to 2020
Semester: winter
Points: winter s.:0
E-Credits: winter s.:0
Examination process: winter s.:
Hours per week, examination: winter s.:3/0, other [HT]
Capacity: unknown / unknown (unknown)
Min. number of students: unlimited
State of the course: taught
Language: Czech
Teaching methods: full-time
Level:  
Note: course is intended for doctoral students only
can be fulfilled in the future
Guarantor: Tobrman Tomáš doc. Ing. Ph.D.
Classification: Chemistry > Organic Chemistry
Is interchangeable with: AP110002
Examination dates   Schedule   
Annotation -
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.
Last update: Kovaříček Petr (15.12.2023)
Course completion requirements -

It is compulsory to pass semestral tests, present a miniproject at the seminar, written and oral examination.

Last update: Kovaříček Petr (08.05.2024)
Literature -

R: R. B. Grossman, The Art of Writing Reasonable Organic Reaction Mechanisms, Springer, Berlin 2006. 978-0-387-21545-7

A: F. A. Carey & Richard J. Sundberg, Advanced Organic Chemistry - Part A: Structure and Mechanisms, Springer, Boston, MA 2007. 978-0-387-44899-2

A: M. B. Smith, March's Advanced Organic Chemistry: Reactions, Mechanisms, and Structure, Wiley 2006, 9780470084960, DOI:10.1002/0470084960

Last update: Kovaříček Petr (15.12.2023)
Teaching methods -

lectures and seminars with examples, individual study of literature resources

Last update: Kovaříček Petr (15.12.2023)
Syllabus -

The subject covers following topics:

  • General terms: Structure and properties of intermediates, effects influencing reaction mechanisms, Hammond postulate, microscopic reversibility, Curtin-Hammett principle. Examples of proposed mechanisms along with supporting experiments.

  • Addition reactions: electrophilic and nucleophilic addition reactions. Mechanisms of addition reaction at C-C and C-O multiple bonds. The mechanisms of important reactions, e.g. the Wittig reaction, ozonolysis.

  • Substitution reactions: nucleophilic and electrophilic substitution. Substitution reactions at sp2 and sp3 hybridized atoms. The mechanisms of important reaction.

  • Radical reactions: General terms, mechanisms of radical reactions, perzistent radicals, radical addition reactions, radical substitution. Examples of SET reactions.

  • Organometallic compounds. The mechanisms of organometallic compounds preparation. The preparation of functionalized organometallics. Basic mechanisms of transition metal catalyzed reactions. Practical applications.

  • Multicomponent reactions: Biginelli, Ugi, and Passerini reaction, transition metal catalyzed multicomponent reactions. Practical applications of multicomponent reactions.

  • Rearrangements: Electrophilic and nucleophilic rearrangements. The mechanisms of important rearrangements. Examples of name rearrangements.

Last update: Tobrman Tomáš (25.06.2018)
Learning resources -

e-learning portal with saved lectures, excercises, additional materials and self-tests

Last update: Kovaříček Petr (15.12.2023)
Learning outcomes -

Students will be able to:

how to determine mechanisms of organic reactions

the mechanisms of polar, multicomponent, pericyclic, radical and photochemical reactions

elementary basics of mechanisms of transition metal catalyzed reactions

Last update: Kovaříček Petr (15.12.2023)
Entry requirements -

none

Last update: Tobrman Tomáš (25.06.2018)
Registration requirements -

none

Last update: Tobrman Tomáš (23.06.2018)