Course: Organic Reactions Mechanisms

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Course title Organic Reactions Mechanisms
Course code UOCHT/C550
Organizational form of instruction Lecture
Level of course Master
Year of study 1
Semester Summer
Number of ECTS credits 5
Language of instruction Czech
Status of course Compulsory
Form of instruction Face-to-face
Work placements This is not an internship
Recommended optional programme components None
Lecturer(s)
  • Váňa Jiří, doc. Ing. Ph.D.
  • Hanusek Jiří, prof. Ing. Ph.D.
Course content
Introduction. Stereochemistry of molecules. Stereochemistry of dynamic processes. Conformations, cyclic molecules, stereoelectronic effects. Study and description of reaction mechanisms. Basic mechanistic principles. Isotope effect. Reaction intermediates. Description of SN mechanisms, intermediate mechanisms. Ionic pairs. Carbenium ions. Neighbouring group participation. Mechanisms SNAr. SET.Reactions of the group C=X with nucleophiles. More O´Ferral diagrams. Acid-base catalysis. Nucleophilic substitution on the atom H, acidity, basicity. C-acids and carbanions. SEAr. Electrophilic addition. Eliminations. Reactions of radicals. Pericyclic reactions. Cycloadditions. Dipolar cycloadditions. Sigmatropic rearrangements.

Learning activities and teaching methods
Monologic (reading, lecture, briefing)
Learning outcomes
The aim of the course unit is to learn students through knowledges of reaction mechanisms to predict reaction paths and to set out reaction conditions, i.e. to learn students use the theoretical knowledges in synthetic practice.
Students will be able to solve synthetic problems of organic chemistry using knowledges of organic reactions mechanisms.
Prerequisites
Organic chemistry and Basic of organic synthesis.

Assessment methods and criteria
Oral examination, Written examination

One checking test will be written during the term, whose result will be included in the whole classification of the subject. The main exam is oral and the topic of the exam is discussion about the selected reaction mechanisms, the possibilities of their proving or disproving and the possibilities of their utilisation.
Recommended literature
  • Carey F.A., Sundberg R.J.:. Advanced Organic Chemistry, Part A: Structure and Mechanisms, 3rd Ed., Plenum Press, New York 1990..
  • Macháček V., Panchartek J., Pytela O.:. Organická chemie, 2. část, 3. upravené vydání. Ediční středisko Univerzity Pardubice 2005..
  • Isaacs N.:. Physical Organic Chemistry, 2nd Ed., Logman Scientific Technical, Wiley, New York, 1995..
  • Macháček V., Panchartek J., Večeřa M.:. Organická chemie, 1. část 4. vydání, Ediční středisko Univerzity Pardubice 2004..
  • March J.:. Advanced Organic Chemistry, Reactions, Mechanisms and Structure, 4th Ed., Wiley, New York, 1992..


Study plans that include the course
Faculty Study plan (Version) Category of Branch/Specialization Recommended year of study Recommended semester
Faculty: Faculty of Chemical Technology Study plan (Version): Analytical Chemistry (2015) Category: Chemistry courses 1 Recommended year of study:1, Recommended semester: Summer
Faculty: Faculty of Chemical Technology Study plan (Version): Analytical Chemistry (2016) Category: Chemistry courses 1 Recommended year of study:1, Recommended semester: Summer
Faculty: Faculty of Chemical Technology Study plan (Version): Technical Physical Chemistry (2016) Category: Engineering chemistry and chemistry of silicates 1 Recommended year of study:1, Recommended semester: Summer
Faculty: Faculty of Chemical Technology Study plan (Version): Organic Chemistry (2013) Category: Engineering chemistry and chemistry of silicates 1 Recommended year of study:1, Recommended semester: Summer
Faculty: Faculty of Chemical Technology Study plan (Version): Organic Chemistry (2015) Category: Engineering chemistry and chemistry of silicates 1 Recommended year of study:1, Recommended semester: Summer
Faculty: Faculty of Chemical Technology Study plan (Version): Technical Physical Chemistry (2015) Category: Engineering chemistry and chemistry of silicates 1 Recommended year of study:1, Recommended semester: Summer
Faculty: Faculty of Chemical Technology Study plan (Version): Technical Physical Chemistry (2013) Category: Engineering chemistry and chemistry of silicates 1 Recommended year of study:1, Recommended semester: Summer
Faculty: Faculty of Chemical Technology Study plan (Version): Analytical Chemistry (2013) Category: Chemistry courses 1 Recommended year of study:1, Recommended semester: Summer
Faculty: Faculty of Chemical Technology Study plan (Version): Organic Chemistry (2016) Category: Engineering chemistry and chemistry of silicates 1 Recommended year of study:1, Recommended semester: Summer