Course code:
203B2		 Course name:
Advanced Organic Chemistry

Academic year:

2023/2024.

Attendance requirements:

202B2

ECTS:

8

Study level:

basic academic studies

Study program:

Biochemistry: 3. year, summer semester, elective (E13B2) course

Teacher:

Marija M. Baranac-Stojanoviæ, Ph.D.
full professor, Faculty of Chemistry, Studentski trg 12-16, Beograd

Assistants:

—

Hours of instruction:

Weekly: four hours of lectures + two hours of exercises (4+2+0)

Goals:

The properties of molecules, their reactivity and behavior in biological systems depend on their three-dimensional (3D) structure. Within Advanced Organic Chemistry course, students will study the 3D structure and its effect on the energy, properties and reactivity of molecules.

Outcome:

Students develop their knowledge and understanding of the 3D structure of molecules, i.e. of the effect the third dimension has on the properties of molecules and their reactivity.

Teaching methods:

Lectures, theory exercises, progress tests.

Extracurricular activities:

—

Coursebooks:

Main coursebooks:

  • M. Baranac-Stojanović: Stereohemija organskih jedinjenja, Hemijski fakultet, Beograd, 2017.
  • M. Baranac-Stojanović: Zbirka zadataka iz stereohemije sa rešenjima, Hemijski fakultet, Beograd, 2013.

Supplementary coursebooks:

  • R. Marković: Rečnik stereohemijskih principa, pravila i pojmova, recenziran tekst, Hemijski fakultet, Beograd, 2004. (available in electronic form)
  • M. Lj. Mihajlović: Osnovi teorijske hemije i stereohemije, Građevinska knjiga, Beograd, 1990.
  • H. B. Kagan: Organska stereohemija, Hemijski fakultet, Beograd, 1995.
  • E. L. Eliel, S. H. Wilen: Stereochemistry of Organic Compounds, John Wiley & Sons, Inc. New York, 1994

Additional material:

—

  Course activities and grading method

Lectures:

0 points (4 hours a week)

Syllabus:

  1. The 3D structure (constitution, configuration and conformation).
  2. Elements of symmetry and chirality (central, axial, planar). Stereogenic elements and elements of chirality.
  3. Atropisomerism.
  4. Prochirality and prostereoisomerism. Prostereogenic elements and elements of prochirality.
  5. Enantiotopic groups and sides in enzymatic reactions.
  6. Racemates.
  7. Conformations of acyclic compounds.
  8. Conformations of cyclic compounds.
  9. The anomeric effect.
  10. Kinetically and thermodynamically controlled reactions.
  11. The Winstein-Holness equation and the Curtin-Hammett principle.
  12. Stereoselective and stereospecific reactions.
  13. Steric and stereoelectronic effects.
  14. Anchimeric assistance.
  15. The rate of cyclization.

Exercises:

20 points (2 hours a week)

Colloquia:

10 points

Written exam:

70 points