Organic compounds - Isolation, structure determination and applications

The lecture presents essential knowledge of general, organic, and analytical chemistry and instrumental methods. Before starting the course, the student should know the basics of the nomenclature of organic compounds, the structure of the basic classes of organic compounds, and their physical and chemical properties. The listed effects of the requirement can be achieved by attending classes on the Basics of Organic Chemistry.

elective course

Lecture: 30 hours,

Individual work: 15 h,

Time required to prepare and participate in the assessment process: 15 h,

Total student workload: 60 h.

W1: Knows the rules of naming organic compounds - K_W01.

W2: Knows the practical aspects of infrared spectroscopy and nuclear magnetic resonance spectroscopy - K_W06.

W3: Knows examples and uses of organic compounds belonging to different groups - K_W07.

W4: Knows the history of the development of the organic industry - K_W15

U1: Can determine the structure of organic compounds based on IR, NMR and MS - K_U07.

U2: Can propose an appropriate method of isolation and purification of organic compounds depending on their structure - K_U12.

K1: Works independently and effectively with spectral data, sees the relationship between the structure and the spectrum of organic substances - K_K01.

K2: Effectively presents information on the use of organic compounds - K_K04.

K3: Knows and understands the impact of organic chemistry on societies - K_K08.

A conventional lecture with a multimedia presentation and auditorium exercises involved solving problems in organic chemistry and identifying organic compounds with spectroscopic methods using elements of a course, discussion, and talk.

- display

- discussion
- informative (conventional) lecture
- participatory lecture

- case study
- classic problem-solving
- practical
- presentation of a paper
- seminar

The classes present the selected aspects of organic chemistry with particular emphasis on methods for isolating and identifying natural and synthetic organic compounds. They show the history of the development of organic chemistry through the prism of selected chemical compounds and the use of organic compounds in the synthesis of drugs, organic materials, and other everyday products.

The lecture intends to provide knowledge about the importance of natural and synthetic organic compounds in the modern world and the methods of isolating them from natural raw materials and industrial products, such as distillation, extraction, crystallization, chromatography, chromatography, and sublimation.

The lecture discusses chemical methods for the identification of organic compounds: elemental analysis and determination of the physical properties of achiral compounds, racemates, and enantiomers.

The lecture familiarizes students with the methodology of identification of organic compounds based on IR, MS, and NMR spectra and selected reactions of functional groups.

The lecture provides essential information on chromatographic methods used in laboratory practice TLC, LC, GC, and HPLC.

The course also presents a brief history of organic chemistry and the chemical industry.

The lecture familiarizes students with issues related to petrochemical products and products of heavy organic synthesis: synthesis of dyes, detergents, cosmetics, pharmaceuticals, organic binders, and agrochemicals.

Classes enable practical improvement of structural analysis skills and identification of organic compounds using spectroscopic methods. The course includes a trip to industrial plants producing organic compounds.

1. J. McMurry, Chemia organiczna, PWN, Warszawa, 2000.

2. I. Vogel, Prepararyka organiczna, WNT, Warszawa, 2006.

3. R. M. Silverstein, F. X. Webster, D. J. Kiemle, Spektroskopowe metody identyfikacji związków organicznych, PWN, Warszawa, 2007.

4. W. Zieliński, A. Rajca, Metody spektroskopowe i ich zastosowanie do identyfikacji związków organicznych, WNT, Warszawa, 2000.

5. J. Gawroński, K. Gawrońska, K. Kacprzak, M. Kwit, Współczesna synteza organiczna, PWN, Warszawa, 2004.

6. Z. Witkiewicz, Podstawy chromatografii, wyd. 3, WNT, Warszawa 2000.

7. M. M. Green, H. A. Wittcoff, Organic Chemistry Principles and Industrial Practice, Wiley, Weinheim, 2003.

8. W. H. Brock, Historia Chemii, Prószyński i S-ka, Warszawa, 1999.

9. A. K. Wróblewski, 200 Uczonych w anegdocie, PWN, Warszawa, 2010.

10. R. M. Roberts, Odkrywcy mimo woli. Przypadek w dziejach nauki, Adamantan, Warszawa, 1997.

11. R. Sołoniewicz, Rozwój podstawowych pojęć chemicznych, WNT, Warszawa, 1993.

Upon completion of the lecture the student: describes methods of isolation of organic compounds from natural sources and post-reaction mixtures; adapts methods for isolation to the chemical nature and physical properties of the organic compound; interprets the IR spectra, NMR and MS for simple organic molecules; classifies basic products of the organic industry; describe the basic isolation processes such as distillation, crystallization, extraction; shows an outline of the development of organic chemistry and chemical industry; compares the chromatographic methods used in organic chemistry.

After completing the exercises the student: interprets the IR spectra of the basic classes of organic compounds; interpret the 1H NMR spectrum and 13C NMR of simple organic molecules; provides IR and NMR spectra on the basis of the structure of simple organic molecules; planning and analysis methods for isolation of the natural compounds.

The student receives credit for the subject with a grade, which consists mainly of participation in discussions on problems presented by the lecturer, and work related to the identification of organic compounds and their properties.

Works are evaluated taking into account:

- formal structure and clarity of presentation,

- substantive correctness of the presented content,

- freedom of expression and the ability to establish contact with listeners.

Evaluation of papers and presentations verifies the achievement of the following effects: W1, W2, W3, W4, U1, U2

Evaluation of participation in discussions checks the achievement of the following effects: K1, K2, K3.

Required threshold for a satisfactory grade - 50-60%, sufficient plus - 61-65%, good 66-75%, good plus 76-81%, very good - 82-100%.

Not applicable