SubjectsSubjects(version: 949)
Course, academic year 2023/2024
Organic Reactions Mechanisms - AP110002
Title: Organic Reactions Mechanisms
Guaranteed by: Department of Organic Chemistry (110)
Faculty: Faculty of Chemical Technology
Actual: from 2019
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
Language: English
Teaching methods: full-time
Teaching methods: full-time
For type: doctoral
Note: course is intended for doctoral students only
can be fulfilled in the future
Guarantor: Tobrman Tomáš doc. Ing. Ph.D.
Interchangeability : P110002
Annotation -
Last update: Pátková Vlasta (19.11.2018)
The course is focused on the mechanisms of important organic reactions and an influence of reaction conditions on reaction outcomes.
Aim of the course -
Last update: Pátková Vlasta (19.11.2018)

Students will be able to:

how to determine mechanisms of organic reactions

the mechanisms of multicomponent reactions

distinguish homolytic and heterolytic reactions

basic mechanisms of transition metal catalyzed reactions

Literature -
Last update: Pátková Vlasta (19.11.2018)

R: R. K. Parashar: Reaction Mechanisms in Organic Synthesis, John Wiley & Sons, Inc., DOI:10.1002/9781118681299

A: Carey F.A., Sundberg R.J.: Advanced Organic Chemistry,Part A, Springer, New York, DOI:10.1007/978-0-387-44899-2

A: Carey F.A., Sundberg R.J.: Advanced Organic Chemistry,Part B Springer, New York, DOI:10.1007/978-0-387-71481-3

Learning resources -
Last update: Pátková Vlasta (19.11.2018)


Teaching methods -
Last update: Pátková Vlasta (19.11.2018)

lectures with examples

Syllabus -
Last update: Pátková Vlasta (19.11.2018)

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.

Entry requirements -
Last update: Pátková Vlasta (19.11.2018)


Registration requirements -
Last update: Pátková Vlasta (19.11.2018)


Course completion requirements -
Last update: Pátková Vlasta (19.11.2018)

It is compulsory to pass semestral tests and oral examination.