The aim of studying and bibliography

The main aim of study: The aim of the course is to broaden the knowledge on the interpretation of the spectra, obtained by various spectroscopic techniques, to identification of organic compounds and their mixtures, and the transfer of knowledge and skills in advanced methods of instrumental analysis.

The general information about the module: The module is realized in 7 semester and includes 30 hours of lectures and 60 hours laboratory. The module ends with a pass.

others: Programy edukacyjne do nauczania spektroskopii molekularnej dostępne bezpłatnie w sieci Internet

Bibliography required to complete the module

Bibliography used during lectures

1	J. Sadlej	Spektroskopia molekularna	WNT Warszawa.	2002
2	C.N. Rao	Spektroskopia elektronowa związków organicznych	PWN, Warszawa.	1982
3	Z. Kęcki	Podstawy spektroskopii molekularnej	PWN, Warszawa.	1998
4	J. Stankowski, W. Hilczer	Wstęp do spektroskopii rezonansów magnetycznych	PWN, Warszawa.	2005
5	W. Zieliński, praca zbiorowa	Metody spektroskopowe i ich zastosowanie do identyfikacji związków organicznych	WNT Warszawa.	1995
6	R.M. Silverstein, F.X. Webster, D.J. Kiemle	Spektroskopowe metody identyfikacji związków organicznych	PWN 2007.

Bibliography used during classes/laboratories/others

1	A. Cygański	Metody spektroskopowe w chemii analitycznej	WNT, Warszawa .	2002
2	W. Zieliński, praca zbiorowa	Metody spektroskopowe i ich zastosowanie do identyfikacji związków organicznych	WNT Warszawa.	1995
3	L.A. Kazycina, N.B. Kuplerska	Metody spektroskopowe wyznaczania struktury związków organicznych	PWN, Warszawa.	1989
4	M. Szafran, Z. Dega-Szafran	Określenie struktury związków organicznych metodami spektroskopowymi. Tablice i ćwiczenia	PWN, Warszawa.	1988
5	Spectral Data Base System for organic compounds, National Institute of Advanced Industrial Science	and Technology (AIST), Japan, http://riodb01.ibase.aist.go.jp/sdbs/cgi-bin/direct_frame_top.cgi	.

Bibliography to self-study

1	Lekcje multimedialne modułu „Struktura i właściwości związków chemicznych” dostępne dla studentów PR	Z na portalu edukacyjnym www.e-chemia.pl	.
2	. R.T. Morrisom, R.N. Boyd,	Chemia Organiczna,	Wydawnictwo Naukowe PWN, Warszawa .	1998
3	B. Bobrański,	Chemia organiczna,	Wydawnictwo Naukowe PWN, Warszawa.	1992

Basic requirements in category knowledge/skills/social competences

Formal requirements: Is required basic knowledge of physical chemistry, instrumental analysis and organic chemistry

Basic requirements in category knowledge: Is required basic knowledge of physical and organic chemistry, and basics of instrumental analysis.

Basic requirements in category skills: The student is able to analyze the influence of electronic effects on the distribution of the electron density of chemical bonds, and he knows the principle of the UV-Vis, IR and MS spectrometers.

Basic requirements in category social competences: The ability to cooperate and work in a team.

Module outcomes

MEK	The student who completed the module	Types of classes / teaching methods leading to achieving a given outcome of teaching	Methods of verifying every mentioned outcome of teaching	Relationships with KEK	Relationships with PRK
01	knows: the theory of UV-Vis, IR, Raman, fluorescence and EPR spectroscopies, the ionization method used in mass spectrometry. He has knowledge of the practical application of spectroscopic methods and of the tandem.techniques.	lecture	written examination	K_W13++	P6S_WG
02	knows how to use the UV-Vis spectroscopy. He recognizes the functional groups on the basis of infrared spectroscopic data and he can analyse IR spectra. The student knows how to prepare samples for analysis in IR spectroscopy. He knows how to analyse MS spectra of simple organic compounds.	laboratory	test, writting raport	K_U21+++	P6S_UW
03	is able to identify the simple organic compounds based on nuclear magnetic resonance spectroscopy data and he can analyze the 1H-NMR spectra. He can use the spectral methods to analyze the structure and properties of molecules in the liquid phase.	laboratory	test, writting raport	K_U21++	P6S_UW
04	can perform identification of selected organic compounds using spectroscopic techniques.	laboratory	test, writting raport	K_U11+++ K_K01++	P6S_KK P6S_KO P6S_KR P6S_UO P6S_UW
05	keeps the fire regulations and BHP, student uses the protective clothing	laboratory	performance observation	K_U14+	P6S_UW
06	knows basis for the analysis of macromolecular compounds using tandem mass spectrometry (LC/MS/MS)	laboratory	test, writting raport	K_U21++	P6S_UW

Attention: Depending on the epidemic situation, verification of the achieved learning outcomes specified in the study program, in particular credits and examinations at the end of specific classes, can be implemented remotely (real-time meetings).

The syllabus of the module

Sem.	TK	The content	realized in	MEK
7	TK01	Application of theory of point groups in spectroscopy, Franck–Condon principle, vibronic coupling. Transition probability and selections rules of spectroscopy transitions. Optical transitions in external fields: Stark effect, Zeeman effect. Electron paramagnetic resonance spectroscopy (EPR). Raman spectroscopy, resonance Raman scattering. Electronic-vibration-rotation spectra. Fluorescence and phosphorescence. Advance techniques of mass spectrometry: ionization (ESI, MALDI APCI) and MS/MS technics.	W01-W08	MEK01
7	TK02	Characteristic group rate for the chemical compounds in vibration IR and Raman spectroscopy. Influence of inductive effect, resonance effect and intermolecular interactions on the spectra parameters absorption spectra. Parameters defining the value of spectral parameters in 1H-NMR i 13C-NMR spectra. Design of 1H-NMR spectra for the systems with different coupling constants. Recording techniques for 13C-NMR spectra. Two-dimensional (2D) NMR spectroscopy. Design of 13C-NMR NBD spectra using the additive rules. Identification of chemical compounds using the standard spectra directory. Determination of chemical compounds structure using empiric spectra-structural correlation IR, RA, UV/Vis, NMR, MS.	WO9-W015	MEK01
7	TK03	Electron spectra of organic compounds. Charge-transfer spectra of complex compound.	L01	MEK02 MEK05
7	TK04	Infrared spectroscopy techniques in the analysis of solid and liquid samples. Influence of hydrogen bonding on the infrared spectra.	L02	MEK02 MEK05
7	TK05	Analysis of the structure in based on the IR spectra . Influence of external and internal agents on the bond parameters of selected functional groups.	L03	MEK02 MEK05
7	TK06	Analysis of the mass spectra of organic compounds.	L04	MEK02 MEK05
7	TK07	Analysis of Uv-vis, IR, MS and 1H-NMR spectra of simple organic compounds.	L05	MEK03 MEK04 MEK05
7	TK08	Tandem mass spectrometry (LC/MS/MS) in the analysis of flavonoids.	L06	MEK01 MEK06
7	TK09	Ccharacteristic group frequencies of chemical compounds. Comparative analysis of IR and Raman bands derived from the same oscillators	L07	MEK02
7	TK10	Additivity ruls in UV-Vis spectroscopy.	L08	MEK02
7	TK11	Designing of 1H-NMR spectra for systems with one coupling constant. Designing of 1H-NMR spectra for systems with various coupling constants. Determination of organic compounds structure based on 1H-NMR spectra.	L09	MEK03
7	TK12	Prediction of chemical shifts of C13 atoms signals based on empirical correlations. Determination of organic copmponds structure from 13C-NMR spectra (NBD, DEPT and SFORD).	L10	MEK03
7	TK13	Interpretation of 1H, 1H COSY, 13C and 1H COSY, NOESY spectra.	L11	MEK03
7	TK14	Recognition of chemical compounds determination from spectral data. Application of spectral methods in chemical reaction monitoring.	L12	MEK03 MEK04
7	TK15	Determination of chemical compounds structure from set of spectra registered by variuos spectral techniques: IR, RA, UV/Vis, NMR and MS	L13	MEK04

The student's effort

The type of classes	The work before classes	The participation in classes	The work after classes
Lecture (sem. 7)		contact hours: 30.00 hours/sem.	complementing/reading through notes: 10.00 hours/sem. Studying the recommended bibliography: 15.00 hours/sem.
Laboratory (sem. 7)	The preparation for a Laboratory: 10.00 hours/sem. The preparation for a test: 15.00 hours/sem.	contact hours: 50.00 hours/sem.	Finishing/Making the report: 15.00 hours/sem.
Advice (sem. 7)		The participation in Advice: 2.00 hours/sem.
Credit (sem. 7)	The preparation for a Credit: 25.00 hours/sem.	The written credit: 3.00 hours/sem.

The way of giving the component module grades and the final grade

The type of classes	The way of giving the final grade
Lecture	A written test including the content of lectures and laboratories. The test includes theoretical part and calculation problems. The mark (OW) depends on the score gained: 3.0 (50.0%-60.0%) MP ; 3.5 (60.1%-70.0%) MP; 4.0 (70.1%-80.0%) MP; 4,5 (80.1%-90.0%) MP; 5.0 (90.1%-100%) MP. MP denotes the full score.
Laboratory	Passing all exercises based on the grades from the test and reports on the measurements taken (OL); the mark for the test is calculated using the following coefficients: 1.0 - for a positive mark obtained in the first term; 0.9 - for the evaluation on the second term and 0.8 - for the third term
The final grade	The final mark in the module (K) is calculated according to the formula: K= w 0,5 OW + w 0,5 OL; where: OW, OL denote positive marks for lecture test and laboratory practice, respectively, w - coefficient for delay, w =1.0 when a passing mark is obtained in due time, w=0.9 for a first resit, w=0.8 for a second resit. The final mark is rounded according to WKZJK.

Sample problems

Required during the exam/when receiving the credit
(-)

Realized during classes/laboratories/projects
(-)

Others
(-)

Can a student use any teaching aids during the exam/when receiving the credit : no

The contents of the module are associated with the research profile: yes

1	A. Czerniecka-Kubicka; L. Dobrowolski; K. Hęclik; I. Zarzyka	Kompozyt polimerowy oraz sposób wytwarzania kompozytu polimerowego	2024
2	D. Naróg; A. Sobkowiak	Electrochemistry of Flavonoids	2023
3	L. Dobrowolski; K. Hęclik; M. Jaromin; I. Zarzyka	A Practical Test of Distance Learning During the COVID-19 Lockdown	2023
4	M. Bakar; A. Białkowska; A. Czerniecka-Kubicka; L. Dobrowolski; K. Hęclik; B. Krzykowska; M. Longosz; I. Zarzyka	Polymer Biocompositions and Nanobiocomposites Based on P3HB with Polyurethane and Montmorillonite	2023
5	M. Chmiela; A. Czerniecka-Kubicka; L. Dobrowolski; W. Gonciarz; K. Hęclik; M. Longosz; A. Szyszkowska; D. Trzybiński; K. Woźniak; A. Wróbel; I. Zarzyka	Molecular Modeling of 3-chloro-3-phenylquinoline-2,4-dione, Crystal Structure and Cytotoxic Activity for developments in a potential new drug	2023
6	D. Naróg; A. Sobkowiak	Electrochemical Investigation of some Flavonoids in Aprotic Media	2022
7	M. Bakar; A. Białkowska; A. Czerniecka-Kubicka; L. Dobrowolski; K. Hęclik; B. Krzykowska; I. Zarzyka	Biobased poly(3-hydroxybutyrate acid) composites with addition of aliphatic polyurethane based on polypropylene glycols	2022
8	M. Bakar; A. Białkowska; A. Czerniecka-Kubicka; L. Dobrowolski; K. Hęclik; K. Leś; M. Pyda; M. Walczak; I. Zarzyka	Thermally stable biopolymer composites based on poly(3-hydroxybutyrate) modified with linear aliphatic polyurethanes – preparation and properties	2021
9	A. Białkowska; L. Dobrowolski; L. Wianowski; I. Zarzyka	Physical blowing agents for polyurethanes	2020
10	A. Czerniecka-Kubicka; L. Dobrowolski; K. Hęclik; I. Zarzyka	Biodegradowalne kompozyty polimerowe na osnowie P3HB	2020
11	D. Naróg	Electrochemical study of quercetin in the presence of galactopyranose: Potential application to the electrosynthesis of glycoconjugates of quinone/quinone methide of quercetin	2020
12	R. Bartosik; L. Dobrowolski; K. Hęclik; A. Klasek; A. Lycka; I. Zarzyka	New mono- and diesters with imidazoquinolinone ring- synthesis, structure characterization and molecular modeling	2020
13	B. Dębska; L. Dobrowolski; M. Inger; M. Jaromin; M. Wilk	Komputerowo-wspomagane obliczanie bilansu masowego i cieplnego instalacji chemicznej	2019