Organic chemistry I

chemical sciences

intermediate

chemistry:CH1_W03; CH1_W04; CH1_W13; CH1_W14; CH1_W15; CH1_W17; CH1_U01; CH1_U02; CH1_K02

(in Polish) Brak

The first part of compulsory classes aimed at mastering the basics of organic chemistry by students. During the lecture and exercises, the basic issues related to alkanes, cycloalkanes, alkenes, alkynes, aromatic hydrocarbons and halogenated organic compounds are discussed, together with properties, reaction mechanisms, etc. typical for these groups of compounds.

Basic literature:

1. J. McMurry, Chemia organiczna, PWN, Warszawa 2003, 2007, 2010

2. S. McMurry, Chemia organiczna. Rozwiązania problemów, PWN, Warszawa 2012

Supplementary literature:

1. G. Patrick, Chemia organiczna, Krótkie wykłady, PWN, Warszawa 2008

2. D. Buza, W. Sas, P. Szczeciński, Chemia organiczna. Kurs podstawowy, Oficyna Wydawnicza Politechniki Warszawskiej, Warszawa 2006

3. J. Clayden, N. Greeves, S. Warren, P. Wothers, Chemia organiczna, WNT, Warszawa 2009-2011

For the lecture:

EK1. Describes the nomenclature, structure, synthesis, properties and applications of organic compounds belonging to the groups discussed during the course

EK2. Explains the concept of hybridization, enumerates types of bonds, describes resonance, explains and recognizes aromaticity, electronegativity and polarization of bonds

EK3. Lists the types of isomerism, distinguishes between conformers, explains stereochemistry concepts such as chirality, enantiomers, diastereoisomers and meso compounds

EK4. Lists and explains the types and mechanisms of reactions of organic compounds characteristic of the groups discussed during the classes

EK5. He has mastered a set of skills appropriate to the exercises for the subject

EK6. Uses the nomenclature of organic compounds

Description of ECTS:

For the lecture:

participation in classes: 30h

preparation for classes: 7h

preparation for verification: 10h

consultation with the teacher: 8h

Total 53h, 2 ECTS

For exercises:

Knowledge:

EK1. Explains the concept of hybridization, enumerates types of bonds, describes resonance, explains and recognizes aromaticity, electronegativity and polarization of bonds

EK2. Lists the types of isomerism, distinguishes between conformers, explains stereochemistry concepts such as chirality, enantiomers, diastereoisomers and meso compounds

EK3. Discusses the mechanism of: addition of electrophiles to multiple bonds, nucleophilic substitution in aliphatic systems, electrophilic substitution in aromatic systems, elimination, recognizes rearrangement, isomerization and dehydration reactions

Skills:

EK4. Uses the nomenclature of organic compounds,

EK5. It proposes methods of transformation and synthesis of organic compounds within the scope corresponding to the classes of the discussed compounds

EK6. Predicts reaction products on the basis of knowledge of the discussed reaction mechanisms

Social competence:

EK7. Takes part in solving problems during exercise

Description of ECTS:

For exercises:

participation in classes: 30h

preparation for classes: 30h

preparation for verification: 12h

consultation with the teacher: 10h

Total 82h, 3ECTS

Methods of assessing the learning outcomes:

- Lecture. For EK1-EK6: written examination

- Exercises. For EK1-EK6: test, continuous method. EK7: continuous method

Criteria for assessing the learning outcomes:

For lectures:

EK1

5.0 verification shows that it describes the nomenclature, structure, synthesis, properties and applications of organic compounds belonging to the groups discussed during the course without any noticeable shortcomings.

4.5 the verification shows that it almost fully correctly describes the nomenclature, structure, synthesis, properties and applications of organic compounds belonging to the groups discussed during the course, but does not meet the criteria for a higher grade

4.0 verification shows that it largely correctly describes the nomenclature, structure, synthesis, properties and applications of organic compounds belonging to the groups discussed during the course, but does not meet the criteria for a higher grade

3.5 the verification shows that it largely correctly but inconsistently describes the nomenclature, structure, synthesis, properties and applications of organic compounds belonging to the groups discussed during the course, but does not meet the criteria for a higher grade

3.0 verification shows that in most test cases it describes the nomenclature, structure, synthesis, properties and applications of organic compounds belonging to the groups discussed in the course, but does not meet the criteria for higher

2.0 verification does not show that it describes the nomenclature, structure, synthesis, properties and applications of organic compounds belonging to the groups discussed during the course, nor that it meets the criteria for a higher grade

EK2

5.0 verification shows that without noticeable shortcomings it explains the concept of hybridization, enumerates types of bonds, describes resonance, explains and recognizes aromaticity, electronegativity and polarization of bonds

4.5 verification shows that it explains the concept of hybridization almost fully correctly, enumerates types of bonds, describes resonance, explains and recognizes aromaticity, electronegativity and polarity of bonds, but does not meet the criteria for a higher rating

4.0 verification shows that it largely correctly explains the concept of hybridization, enumerates types of bonds, describes resonance, explains and recognizes aromaticity, electronegativity and polarization of bonds, but does not meet the criteria for a higher rating

3.5 verification shows that it largely correctly but inconsistently explains the concept of hybridization, enumerates types of bonds, describes resonance, explains and recognizes aromaticity, electronegativity and polarization of bonds, but does not meet the criteria for a higher grade

2.0 verification does not show that it explains the concept of hybridization, enumerates bond types, describes resonance, explains and recognizes aromaticity, electronegativity and polarity of bonds, or that it meets the criteria for a higher rating

EK3

5.0 verification shows that it lists the types of isomerism without any noticeable shortcomings, distinguishes between conformers, explains such concepts in the field of stereochemistry as chirality, enantiomers, diastereoisomers and meso compounds

4.5 verification shows that it lists the types of isomerism almost fully, distinguishes between conformers, explains such concepts of stereochemistry as chirality, enantiomers, diastereoisomers and meso compounds, but does not meet the criteria for a higher rating

4.0 verification shows that it largely lists the types of isomerism correctly, distinguishes between conformers, explains such concepts of stereochemistry as chirality, enantiomers, diastereoisomers and meso compounds, but does not meet the criteria for a higher rating

3.5 verification shows that to a large extent correctly but inconsistently lists the types of isomerism, distinguishes between conformers, explains stereochemistry concepts such as chirality, enantiomers, diastereoisomers and meso compounds, but does not meet the criteria for a higher rating

3.0 verification shows that in most test cases it lists the types of isomerism, distinguishes between conformers, explains stereochemistry concepts such as chirality, enantiomers, diastereoisomers and meso compounds, but does not meet the criteria for a higher rating

2.0 verification does not show that it lists the types of isomerism, distinguishes between conformers, explains stereochemistry concepts such as chirality, enantiomers, diastereoisomers and meso compounds, or that it meets the criteria for a higher rating

EK4

5.0, the verification shows that, without any noticeable shortcomings, it lists and explains the types and mechanisms of organic compounds reactions characteristic for the groups discussed during the classes

4.5 the verification shows that it lists and explains the types and mechanisms of reactions of organic compounds characteristic of the groups discussed during the classes almost fully correctly, but does not meet the criteria for a higher grade

4.0 verification shows that to a large extent correctly lists and explains the types and mechanisms of organic compounds reactions characteristic of the groups discussed during the classes, but does not meet the criteria for a higher grade

3.5 the verification shows that to a large extent correctly but inconsistently lists and explains the types and mechanisms of reactions of organic compounds characteristic of the groups discussed during the classes, but does not meet the criteria for a higher grade

3.0 verification shows that in most test cases it lists and explains the types and mechanisms of organic compounds reactions characteristic of the groups discussed during the classes, but does not meet the criteria for a higher grade

2.0 verification does not show that it lists and explains the types and mechanisms of reactions of organic compounds characteristic of the groups discussed during the classes, nor that it meets the criteria for a higher grade

EK5

The 5.0 review shows that he has mastered the skill set appropriate to the exercises provided for the subject without any noticeable shortcomings

4.5 verification shows that he has almost fully mastered the set of skills appropriate for the exercises provided for the subject, but does not meet the criteria for a higher grade

4.0 verification shows that he has largely correctly mastered the set of skills appropriate for the exercises provided for the subject, but does not meet the criteria for a higher grade

3.5 verification shows that he has largely correctly but inconsistently mastered the skill set appropriate for the exercises provided for the subject, but does not meet the criteria for a higher grade

3.0 verification shows that in most test cases he has mastered a set of skills appropriate to the exercises provided for the subject, but does not meet the criteria for a higher grade

2.0 verification does not show that he has mastered the skill set appropriate to the exercises provided for the subject, nor that he meets the criteria for a higher grade

EK6

The 5.0 verification shows that it uses the nomenclature of organic compounds without any noticeable shortcomings

4.5 verification shows that it uses the nomenclature of organic compounds almost fully, but does not meet the criteria for a higher rating

4.0 verification shows that it uses the nomenclature of organic compounds to a large extent, but does not meet the criteria for a higher rating

3.5 verification shows that it uses the nomenclature of organic compounds largely correctly but inconsistently, but does not meet the criteria for a higher grade

3.0 verification shows that in most test cases it uses the nomenclature of organic compounds, but does not meet the criteria for a higher rating

2.0 verification does not show that it uses the nomenclature of organic compounds, nor that it meets the criteria for a higher rating

Methods of verifying the learning outcomes:

EK1-EK6: test, continuous verification

EK6- continuous verification

Criteria for assessing the learning outcomes:

EK1

5.0 verification shows that without noticeable shortcomings it explains the concept of hybridization, enumerates types of bonds, describes resonance, explains and recognizes aromaticity, electronegativity and polarization of bonds

4.5 verification shows that it explains the concept of hybridization almost fully correctly, enumerates types of bonds, describes resonance, explains and recognizes aromaticity, electronegativity and polarity of bonds, but does not meet the criteria for a higher rating

4.0 verification shows that it largely correctly explains the concept of hybridization, enumerates types of bonds, describes resonance, explains and recognizes aromaticity, electronegativity and polarization of bonds, but does not meet the criteria for a higher rating

3.5 verification shows that it largely correctly but inconsistently explains the concept of hybridization, enumerates types of bonds, describes resonance, explains and recognizes aromaticity, electronegativity and polarization of bonds, but does not meet the criteria for a higher grade

3.0 verification shows that in most test cases it explains the concept of hybridization, enumerates bond types, describes resonance, explains and recognizes aromaticity, electronegativity and polarity of bonds, but does not meet the criteria for higher

2.0 verification does not show that it explains the concept of hybridization, enumerates bond types, describes resonance, explains and recognizes aromaticity, electronegativity and polarity of bonds, or that it meets the criteria for a higher rating

EK2

5.0 verification shows that it lists the types of isomerism without any noticeable shortcomings, distinguishes between conformers, explains such concepts in the field of stereochemistry as chirality, enantiomers, diastereoisomers and meso compounds

4.5 verification shows that it lists the types of isomerism almost fully, distinguishes between conformers, explains such concepts of stereochemistry as chirality, enantiomers, diastereoisomers and meso compounds, but does not meet the criteria for a higher rating

4.0 verification shows that it largely lists the types of isomerism correctly, distinguishes between conformers, explains such concepts of stereochemistry as chirality, enantiomers, diastereoisomers and meso compounds, but does not meet the criteria for a higher rating

3.5 verification shows that to a large extent correctly but inconsistently lists the types of isomerism, distinguishes between conformers, explains stereochemistry concepts such as chirality, enantiomers, diastereoisomers and meso compounds, but does not meet the criteria for a higher rating

3.0 verification shows that in most test cases it lists the types of isomerism, distinguishes between conformers, explains stereochemistry concepts such as chirality, enantiomers, diastereoisomers and meso compounds, but does not meet the criteria for a higher rating

2.0 verification does not show that it lists the types of isomerism, distinguishes between conformers, explains stereochemistry concepts such as chirality, enantiomers, diastereoisomers and meso compounds, or that it meets the criteria for a higher rating

EK3

5.0 verification shows that without noticeable shortcomings it discusses the mechanism of: addition of electrophiles to multiple bonds, nucleophilic substitution in aliphatic systems, electrophilic substitution in aromatic systems, elimination, recognizes rearrangement, isomerization and dehydration reactions

4.5 the verification shows that it almost fully describes the mechanism of: addition of electrophiles to multiple bonds, nucleophilic substitution in aliphatic systems, electrophilic substitution in aromatic systems, elimination, recognizes rearrangement, isomerization and dehydration reactions, but does not meet the criteria for a higher grade

4.0 verification shows that it largely correctly discusses the mechanism of: addition of electrophiles to multiple bonds, nucleophilic substitution in aliphatic systems, electrophilic substitution in aromatic systems, elimination, recognizes rearrangement, isomerization and dehydration reactions, but does not meet the criteria for a higher grade

3.5 the verification shows that it largely correctly but inconsistently discusses the mechanism of: electrophilic addition to multiple bonds, nucleophilic substitution in aliphatic systems, electrophilic substitution in aromatic systems, elimination, recognizes rearrangement, isomerization and dehydration reactions, but does not meet the criteria for a higher grade

3.0 verification shows that in most test cases it discusses the mechanism of: addition of electrophiles to multiple bonds, nucleophilic substitution in aliphatic systems, electrophilic substitution in aromatic systems, elimination, recognizes rearrangement, isomerization and dehydration reactions, but does not meet the criteria for a higher grade

2.0 verification does not show that it discusses the mechanism of: addition of electrophiles to multiple bonds, nucleophilic substitution in aliphatic systems, electrophilic substitution in aromatic systems, elimination, recognizes rearrangement, isomerization and dehydration reactions, nor that it meets the criteria for a higher rating

EK4

The 5.0 verification shows that it uses the nomenclature of organic compounds without any noticeable shortcomings

4.5 verification shows that it uses the nomenclature of organic compounds almost fully, but does not meet the criteria for a higher rating

4.0 verification shows that it uses the nomenclature of organic compounds to a large extent, but does not meet the criteria for a higher rating

3.5 verification shows that it uses the nomenclature of organic compounds largely correctly but inconsistently, but does not meet the criteria for a higher grade

3.0 verification shows that in most test cases it uses the nomenclature of organic compounds, but does not meet the criteria for a higher rating

EK5

2.0 verification does not show that it uses the nomenclature of organic compounds, nor that it meets the criteria for a higher rating

5.0 verification shows that, without any visible shortcomings, it proposes methods for the synthesis of organic compounds within the scope corresponding to the classes of the discussed compounds

4.5 the verification shows that it almost fully correctly proposes methods for the synthesis of organic compounds within the scope corresponding to the classes of the discussed compounds, but does not meet the criteria for a higher rating

4.0 verification shows that it largely correctly proposes methods for the synthesis of organic compounds within the scope corresponding to the classes of the discussed compounds, but does not meet the criteria for a higher rating

3.5 the verification shows that it largely correctly but inconsistently proposes methods for the synthesis of organic compounds within the scope corresponding to the classes of the compounds discussed, but does not meet the criteria for a higher rating

3.0 verification shows that in most test cases it proposes methods for the synthesis of organic compounds within the scope corresponding to the classes of the discussed compounds, but does not meet the criteria for a higher rating

2.0 the verification does not show that it proposes methods for the synthesis of organic compounds within the scope corresponding to the classes of compounds discussed, nor that it meets the criteria for a higher rating

EK6

The 5.0 verification shows that it predicts reaction products without noticeable shortcomings on the basis of knowledge of the discussed reaction mechanisms

4.5 the verification shows that it almost fully correctly predicts the reaction products based on knowledge of the discussed reaction mechanisms, but does not meet the criteria for a higher rating

4.0 verification shows that it largely correctly predicts the reaction products based on knowledge of the discussed reaction mechanisms, but does not meet the criteria for a higher rating

3.5 the verification shows that it largely correctly but inconsistently predicts the reaction products based on knowledge of the discussed reaction mechanisms, but does not meet the criteria for a higher rating

3.0 verification shows that in most test cases it predicts reaction products based on knowledge of the discussed reaction mechanisms, but does not meet the criteria for a higher rating

2.0 verification does not demonstrate that it predicts reaction products based on knowledge of the discussed reaction mechanisms, nor that it meets the criteria for a higher rating

EK7

The 5.0 review shows that it is involved in problem-solving during exercises with no tangible shortcomings

4.5 verification shows that it participates almost fully in solving problems during exercises, but does not meet the criteria for a higher grade

4.0 verification shows that it is largely correctly involved in solving problems during exercises, but does not meet the criteria for a higher grade

3.5 verification shows that it participates significantly correctly but inconsistently in solving problems during exercises, but does not meet the criteria for a higher grade

3.0 verification shows that in most test cases it is involved in solving problems during exercises, but does not meet the criteria for a higher rating

2.0 verification does not show that it participates in problem-solving during the exercises, nor that it meets the criteria for a higher grade

The final grade x is determined on the basis of the values:

st (w) = 5 if 4.5? w; st (w) = 4.5, if 4.25 <w ≤ 4.5; st (w) = 4 if 3.75 <w ≤ 4.25; st (w) = 3.5, if 3.25 <w ≤ 3.75; st (w) = 3 if 2.75 <w ≤ 3.25; st (w) = 2 if w ≤ 2.75

and based on the following rule:

● if each of the final grades for the related activities is positive and their mean is y, then x is determined from the formula x = st ((y + z) / 2), where z is the weighted average of the grades from the verifications carried out, in which the weighting of the grades is for exams are 2, and the weights for other forms of verification are equal to 1

● if at least one final grade from the activity is related to 2 or nzal, then x = 2.