The aim of studying and bibliography

The main aim of study: The student should obtain knowledge of the general issues of stereochemistry in bioorganic transformations.

The general information about the module: The module is implemented in the first semester. There are 15 hours of lectures and 15 hours laboratory. Module ends with a credit.

Bibliography required to complete the module

Bibliography used during lectures

1	Patrick G.	Chemia organiczna	PWN, Warszawa .	2002
2	Morris D.	Stereochemia	PWN, Warszawa .	2008
3	Siemion Z.	Biostereochemia	PWN, Warszawa.	1985
4	Potapow W.M.	Stereochemia	PWN, Warszawa .	1986
5	Gawroński J., Gawrońska K.	Stereochemia w syntezie organicznej	PWN Warszawa .	1988

Bibliography used during classes/laboratories/others

1	Gawroński J., Gawrońska K., Kacprzak K., Kwit M.	Współczesna synteza organiczna. Wybór eksperymentów	PWN, Warszawa .	2004
2	Bochwic B.	Preparatyka organiczna	PWN, Warszawa .	1975
3	Vogel A.,	Preparatyka organiczna	WNT, Warszawa .	1984
4	Wróbel J. i inni	Preparatyka i elementy syntezy organicznej	PWN, Warszawa .	1983
5	Moore J.A., Dalrymple D.L.	Ćwiczenia z chemii organicznej	PWN, Warszawa .	1976
6	Gawroński J., Gawrońska K.	Stereochemia w syntezie organicznej	PWN, Warszawa .	1988
7	Willis Ch., Wills M.	Synteza organiczna	Wydawnictwo Uniwersytetu Jagiellońskiego, Kraków.	1995
8	Mastalerz P.	Chemia organiczna	PWN, Warszawa .	1984
9	Morrison R., Boyd R.	Chemia organiczna, t. I i II	PWN, Warszawa .	1985
10	McMurry J.	Chemia organiczna, t. I i II	PWN, Warszawa .	2000

Bibliography to self-study

1	Patrick G.	Chemia organiczna	PWN, Warszawa .	2002
2	Morris D.	Stereochemia	PWN, Warszawa .	2008
3	Siemion Z	Biostereochemia	PWN, Warszawa.	1985
4	Potapow W.M.	Stereochemia	PWN, Warszawa .	1986
5	Gawroński J., Gawrońska K.	Stereochemia w syntezie organicznej	PWN Warszawa .	1988
6	Gawroński J., Gawrońska K., Kacprzak K., Kwit M.	Współczesna synteza organiczna. Wybór eksperymentów	PWN, Warszawa .	2004
7	Willis Ch., Wills M.	Synteza organiczna	Wydawnictwo Uniwersytetu Jagiellońskiego, Kraków .	1995
8	Mastalerz P.	Chemia organiczna	PWN, Warszawa .	1984
9	Morrison R., Boyd R.	Chemia organiczna, t. I i II	PWN, Warszawa .	1985
10	McMurry J.	Chemia organiczna, t. I i II	PWN, Warszawa .	2000

Basic requirements in category knowledge/skills/social competences

Formal requirements: Registration for semester I

Basic requirements in category knowledge: Knowledge of the nomenclature, structure, physical and chemical properties of the basic classes of organic compounds and knowlegde of spectral techniques.

Basic requirements in category skills: Ability to name and to predict a chemical properties of organic compounds and ability to work in a laboratory.

Basic requirements in category social competences: Ability to work in a team in the synthesis, isolation of simple organic compounds.

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	have knowledge of the determination of the configuration of the stereoisomers	lecture, laboratory	written test, written report	K_W01+++	P7S_WG
02	has a basic knowledge of investigation of the structure of stereoisomers	lecture, laboratory	written test, written report	K_W01++	P7S_WG
03	can analyze the stereochemical course of simple organic reactions	lecture, laboratory	written test, written report	K_U15+	P7S_UW
04	can carry out simple synthesis with participation of stereoisomers and separate optically active compounds	laboratory	written test, performance monitoring, written report	K_U08+	P7S_UO P7S_UW
05	can individually expand their knowledge in the stereochemically transformations	laboratory	written test, performance monitoring	K_K01+	P7S_KK

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
1	TK01	Stereoisomerism, kinds of stereoisomers. Configuration and conformation. Determination of relative and absolute configuration, chirality and pro-chirality. Stereochemical course of the reaction in the Newman and Fischer projection. Methods of investigation of the structure of stereoisomers and stereochemically transformations: experimental methods for determining the configuration of geometric and optical isomers, conformational analysis, kinetics of configurational and conformational changes, the use of chemical and instrumental methods for stereochemical studies. Stereochemistry of amino acids and peptides, carbohydrates, lipids, steroids and terpenoids. Stereochemistry of enzymatic transformations.	W01 - W015	MEK01 MEK02 MEK03 MEK05
1	TK02	Synthesis with participation of stereoisomers.	L01 - L04	MEK04

The student's effort

The type of classes	The work before classes	The participation in classes	The work after classes
Lecture (sem. 1)		contact hours: 15.00 hours/sem.	Studying the recommended bibliography: 5.00 hours/sem. Others: 12.00 hours/sem.
Laboratory (sem. 1)	The preparation for a Laboratory: 6.00 hours/sem. The preparation for a test: 12.00 hours/sem.	contact hours: 15.00 hours/sem.	Finishing/Making the report: 2.00 hours/sem.
Advice (sem. 1)		The participation in Advice: 10.00 hours/sem.
Credit (sem. 1)

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

The type of classes	The way of giving the final grade
Lecture	The final grade depends on the basis of 6 - 7 tests where one can Get the max of 50 points. The final grade depends on the amount of points: 3.0 52.0%-62.0% ; 3.5 62.1%-72.0%; 4.0 72.1%-82.0%; 4.5 82.1%-92.0%; 5.0 92.1%-100%
Laboratory	Each laboratory exercise must be positively included. The final grade of the exercise is a weighted average; the weight of a written test is twice greater than a weight of a grade for experiment and report. The final grade of the laboratory is an arithmetic average from all exercise included in the curriculum.
The final grade	Final grade (K): K = 0,4 w L + 0,6 w Z; where: L, Z - positive evaluation of the lab and lecture; w - factor related to the time of credit, w= 1.0 first term, w = 0.9 second term , w = 0.8 third term. The grade 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	B. Dębska; J. Lubczak; A. Strzałka	Polyols and polyurethane foams based on chitosans of various molecular weights	2024
2	E. Chmiel-Bator; J. Lubczak; R. Lubczak; M. Szpiłyk	Sposób otrzymywania poliolu	2024
3	E. Chmiel-Szukiewicz; A. Szałek; M. Szukiewicz	Graph Theory in Chemical Kinetics Practice Problems	2024
4	E. Chmiel-Szukiewicz; M. Szukiewicz	Generalized Linear Driving Force Formulas for Diffusion and Reaction in Porous Catalysts	2024
5	E. Chmiel-Szukiewicz; M. Szukiewicz; L. Zaręba	Application of the kinetic polynomial idea to describecatalytic hydrogenation of propene	2024
6	J. Lubczak; A. Strzałka	Sposób wytwarzania wielofunkcyjnych polioli z wykorzystaniem chitozanu	2024
7	J. Lubczak; A. Strzałka	Polyols and Polyurethane Foams Based on Water-Soluble Chitosan	2023
8	J. Lubczak; A. Strzałka	Polyurethane foams with hydroxylated chitosan units	2023
9	J. Lubczak; A. Strzałka	Sposób wytwarzania wielofunkcyjnych polioli	2023
10	J. Lubczak; A. Strzałka	Sposób wytwarzania wielofunkcyjnych polioli z wykorzystaniem chitozanu	2023
11	J. Lubczak; R. Lubczak	Oligoetherols and polyurethane foams based on cyclotriphosphazene of reduced fammability	2023
12	J. Lubczak; R. Lubczak; A. Strzałka	Chitosan Oligomer as a Raw Material for Obtaining Polyurethane Foams	2023
13	J. Lubczak; R. Lubczak; A. Strzałka	Polyols obtained from chitosan	2023
14	J. Lubczak; R. Lubczak; M. Szpiłyk	Sposób wytwarzania mieszaniny polioli	2023
15	J. Lubczak; R. Lubczak; M. Szpiłyk	Sposób wytwarzania wielofunkcyjnych polieteroli	2023
16	E. Chmiel-Bator; J. Lubczak; R. Lubczak; M. Szpiłyk	Polyols and Polyurethane Foams Obtained from Mixture of Metasilicic Acid and Cellulose	2022
17	J. Lubczak; M. Walczak	e-caprolactone and pentaerythritol derived oligomer for rigid polyurethane foams preparation	2022
18	J. Lubczak; R. Lubczak	Increased Thermal Stability and Reduced Flammability of Polyurethane Foams with an Application of Polyetherols	2022
19	D. Broda; B. Dębska; M. Kus-Liśkiewicz; J. Lubczak; R. Lubczak; D. Szczęch; R. Wojnarowska-Nowak	Polyetherols and polyurethane foams from starch	2021
20	E. Bobko; D. Broda; B. Dębska; M. Kus-Liśkiewicz; J. Lubczak; R. Lubczak; D. Szczęch; M. Szpiłyk	Flame retardant polyurethane foams with starch unit	2021
21	E. Chmiel-Szukiewicz	Hardly Flammable Polyurethane Foams with 1,3-Pyrimidine Ring and Boron Atoms	2021
22	E. Chmiel-Szukiewicz; A. Szałek; M. Szukiewicz	Kinetic investigations of heterogeneous reactor processes – Optimization of experiments	2021
23	J. Lubczak; R. Lubczak; D. Szczęch	Sposób otrzymywania mieszaniny wielofunkcyjnych polieteroli	2021
24	J. Lubczak; R. Lubczak; M. Szpiłyk	Polyetherols and polyurethane foams with cellulose subunits	2021
25	J. Lubczak; R. Lubczak; M. Szpiłyk	Sposób wytwarzania wielofunkcyjnych polieteroli	2021
26	J. Lubczak; R. Lubczak; M. Szpiłyk	The biodegradable cellulose-derived polyol and polyurethane foam	2021
27	J. Lubczak; R. Lubczak; M. Szpiłyk; M. Walczak	Polyol and polyurethane foam from cellulose hydrolysate	2021
28	M. Borowicz; E. Chmiel; J. Lubczak; J. Paciorek-Sadowska	Use of a Mixture of Polyols Based on Metasilicic Acid and Recycled PLA for Synthesis of Rigid Polyurethane Foams Susceptible to Biodegradation	2021
29	E. Chmiel; J. Lubczak	Polyurethane foams with 1,3,5-triazine ring, boron and silicon	2020
30	J. Lubczak; M. Szpiłyk	Sposób wytwarzania oligoeterolu z pierścieniem azafosfacyklicznym	2020
31	J. Lubczak; R. Lubczak; D. Szczęch	From starch to oligoetherols and polyurethane foams	2020
32	B. Dębska; J. Duliban; K. Hęclik; J. Lubczak	Analysis of the Possibility and Conditions of Application of Methylene Blue to Determine the Activity of Radicals in Model System with Preaccelerated Cross-Linking of Polyester Resins	2019
33	E. Chmiel-Szukiewicz	Improved thermally stable oligoetherols from 6-aminouracil, ethylene carbonate and boric acid	2019
34	E. Chmiel-Szukiewicz; K. Kaczmarski; A. Szałek; M. Szukiewicz	Dead zone for hydrogenation of propylene reaction carried out on commercial catalyst pellets	2019
35	E. Chmiel; J. Lubczak	Polyurethane foams with 1,3,5-triazine ring and silicon atoms	2019
36	E. Chmiel; J. Lubczak	Sposób otrzymywania termoodpornych i niepalnych pianek poliuretanowych	2019
37	E. Chmiel; J. Lubczak	Synthesis of oligoetherols from mixtures of melamine and boric acid and polyurethane foams formed from these oligoetherols	2019
38	E. Chmiel; J. Lubczak; R. Oliwa	Boron-containing non-flammable polyurethane foams	2019
39	J. Lubczak; R. Lubczak; D. Szczęch	Sposób otrzymywania mieszaniny wielofunkcyjnych polieteroli	2019
40	J. Lubczak; R. Lubczak; I. Zarzyka	Sposób otrzymywania polieteroli z pierścieniami azacyklicznymi	2019
41	M. Borowicz; B. Czupryński; J. Lubczak; J. Paciorek-Sadowska	Biodegradable, Flame-retardant, and Bio-Based rigid Polyurethane/Polyisocyanurate Foams for Thermal Insulation Application	2019