Course: Mechanisms of Organic Reactions

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Course title Mechanisms of Organic Reactions
Course code OCH/MOR
Organizational form of instruction Lecture + Seminar
Level of course Master
Year of study not specified
Semester Winter and summer
Number of ECTS credits 5
Language of instruction Czech
Status of course Compulsory, Compulsory-optional, Optional
Form of instruction Face-to-face
Work placements This is not an internship
Recommended optional programme components None
Lecturer(s)
  • Hlaváč Jan, prof. RNDr. Ph.D.
Course content
Classification and characterization of organic reactions - homolytic reactions, heterolytic reactions, reactions with cyclization cause, energy of organic compounds, methods for mechanism distinguishing. Heterolytic reactions - nucleophilic substitutions on aliphatic compounds (mechanism, characterization of carboanions, kinetic, steric effects, factors influencing a reaction process). Electrophilic aromatic substitution - mechanism, influence of substituents on reaction direction and difficulty, ratio o- and p- isomers, characterization of known reactions. Aromatic nucleophilic substitution - machanism, factors influenting cause, characterization of known reactions, reactions of heterocyclic compounds. Addition reactions - electrophilic adition on isolated bonds C=C, electrophilic substitution on conjugated systems, characterization of known reactions. Nucleophilic adition on carbonyl, imine, nitrile bonds, nucleophillic addition on conjugated systems, nucleophillic addition on isolated carbon double bond, characterization of known reaction. Elimination reactions - mechanism and kinetics, relationship of nucleophillic substitution and elimination, factors influencing stereochemical cause, orientation rules. Elimination reactions - characterization of known reactions affording bond C=C, elimination leading to triple bond between carbons. Elimination reaction - elimination affording double bond between carbon and heteroatom, elimination of other then neighbor substituents, heterolytic cleaving reactions. Molecular rearrangements - rearrangements in aliphatic systems - nucleophilic rearrangements - characterization of known reactions, their mechanism, steric cause. Electrophilic rearrangements - characterization of known reactions, their mechanism, steric cause. Rearrangements in unsaturated and aromatic systems. Homolytic reactions - substitution reactions - mechanism, factors influencing reaction cause, steric cause, characterization of known reactions. Homolytic addition - characterization, orientation, examples. Homolytic reactions of aromatic compounds - characterization, examples.

Learning activities and teaching methods
Lecture
Learning outcomes
Specialized course focusing on the understanding of mechanism of organic reactions.
Associate information, explain principles, solve problems in organic chemistry
Prerequisites
unspecified
OCH/OC2

Assessment methods and criteria
Oral exam

The subject is terminated credit and examination. Credit is made in writing and is given in obtaining 60% points. Enrollment for the examination is conditional on the successful acquisition of credit. During the test, students show adequate knowledge of all the areas discussed.
Recommended literature
  • Červinka O. (1981). Mechanismy organických reakcí. SNTL, Praha.
  • Moloney M. G. (2000). Reaction Mechanisms at a Glance. Blackwell Science Ltd., England.
  • Smith M. B. (1994). Organic Synthesis. McGraw-Hill, Inc., New York.


Study plans that include the course
Faculty Study plan (Version) Category of Branch/Specialization Recommended year of study Recommended semester
Faculty: Faculty of Science Study plan (Version): Inorganic and Bioinorganic Chemistry - specialization in Inorganic Materials (2021) Category: Chemistry courses - Recommended year of study:-, Recommended semester: Summer
Faculty: Faculty of Science Study plan (Version): Analytical Chemistry (2021) Category: Chemistry courses - Recommended year of study:-, Recommended semester: Winter
Faculty: Faculty of Science Study plan (Version): Bioorganic Chemistry and Chemical Biology (2020) Category: Chemistry courses 1 Recommended year of study:1, Recommended semester: Summer
Faculty: Faculty of Science Study plan (Version): Organic Chemistry (2021) Category: Chemistry courses 1 Recommended year of study:1, Recommended semester: Summer
Faculty: Faculty of Science Study plan (Version): Inorganic and Bioinorganic Chemistry - specialization in Bioinorganic Chemistry (2021) Category: Chemistry courses - Recommended year of study:-, Recommended semester: Summer