Course detail

Selected Chapters of Organic Chemistry

FCH-MC_VOCHAcad. year: 2023/2024

The subject provides an extension of basic organic chemistry courses and broadens the horizon of knowledge in selected chapters. It offers the student advanced and modern reactions, insight into practical syntheses and mechanisms of organic reactions. 

Language of instruction

Czech

Number of ECTS credits

4

Mode of study

Not applicable.

Entry knowledge

Organic chemistry

Rules for evaluation and completion of the course

Credit: will be awarded on the basis of the student's active participation during the semester during the semester.
Exam: exam consists of oral part.
Attendance at the lectures is not compulsory, but due to the specific nature of the course it is recommended.

Aims

The aim is to build on the basic knowledge of the subjects Organic chemistry I and II and to focus more closely on selected chapters. Based on the already acquired knowledge from the previous chapters of Organic Chemistry, the problems of this subject will be focused on deepening the students' knowledge and abilities related to C-C binding, protection of functional groups, selective reactivity of aromatic and heteroaromatic compounds.
The aim of the course is a detailed study of selected fragments of organic chemistry and organic synthesis. The lectures will discuss in detail the chemistry of functional groups and their transformation, as well as methods of protecting functional groups. Students will also be introduced to modern methods of C-C bond formation. The course will also focus on single and multistep syntheses, selective reactivity of aromatic and heteroaromatic. The structure of the course is designed so that after completing this discipline the students are well prepared for the study of other courses that immediately theoretically and practically follow up with this course.

Study aids

Not applicable.

Prerequisites and corequisites

Not applicable.

Basic literature

Organic chemistry, Solomons, T.W. Graham, Wiley 1980 a další vyd. (EN)
Organic Chemistry, Jonathan Clayden, Oxford, 2012 (EN)
Organická chemie, John McMurry, VUTIUM, 2015 (CS)

Recommended reading

Not applicable.

Elearning

Classification of course in study plans

  • Programme NKCP_ECHT Master's 1 year of study, winter semester, compulsory-optional
  • Programme NKCP_CHPL Master's 1 year of study, winter semester, compulsory
  • Programme NKCP_CHTM Master's 1 year of study, winter semester, elective
    2 year of study, winter semester, elective
  • Programme NPCP_ECHT Master's 1 year of study, winter semester, compulsory-optional

  • Programme NPCP_CHMA Master's

    specialization BF , 1 year of study, winter semester, compulsory
    specialization CHBL , 1 year of study, winter semester, compulsory

  • Programme NPCP_CHPL Master's 1 year of study, winter semester, compulsory
  • Programme NPCP_CHTM Master's 1 year of study, winter semester, elective
    2 year of study, winter semester, elective
  • Programme NPCP_PCHBT Master's 1 year of study, winter semester, compulsory-optional

  • Programme NPCP_CHTMS Master's

    specialization --- , 1 year of study, winter semester, compulsory-optional

Type of course unit

 

Lecture

26 hod., optionally

Teacher / Lecturer

Syllabus

The subject provides an extension of basic organic chemistry courses and broadens the horizon of knowledge in selected chapters. It offers the student advanced and modern reactions, insight into practical syntheses and mechanisms of organic reactions. Week 1: Work with chemical literature: introduction to the study of chemical literature, primary, secondary and other sources. Work with patent literature. Database resources. Week 2: Alkenes, Cis- and Trans-addition, overview of addition reactions, Alkynes, reactivity of alkynes, AE, AN and AR addition reactions. 3rd week: Aromatic hydrocarbons, Individual types of SEAr, Aromatic nucleophilic substitution of SNAr, Use of the decomposition of diazonium salts for the preparation of other derivatives. 4th week: Halogen derivatives, SN1, SN2 (kinetics and stereochemistry). Halogen elimination on Csp3 - E1, E2, E1cB mechanism - regiospecificity (Zajcev's rule), sterospecificity. Week 5: Hydroxy compounds-alcohols and phenols. Reactivity of the hydroxyl group, acidity and the influence of the carbon residue on the degree of acidity. Ethers, Typical chemical properties, cleavage of the C-O bond, formation of peroxide compounds. Week 6: Amino compounds, properties – basicity, nucleophilicity, Sandmeyer, Enamines, preparation and reactivity. Week 7: Methods of C-C bond formation. Reactions of organometallic compounds, Organolithne reagents - preparation and stability, basicity, Use of organometals in organic synthesis, Chemistry of magnesium and lithium compounds, Grignard reagents - preparation and properties, reactions with carbonyl derivatives, selectivity of Grignard reactions. Week 8: Methods of C-C bond formation: "cross-coupling" reaction. Reactions using palladium compounds – Suzuki reaction, Stille reaction, Sonogashira reaction, Kumada reaction, Heck reaction. 9-10 week: Methods of C-C bond formation. Aldolization of carbonyl compounds, aldolization and α-substitution, conjugate addition 11th week: Carboxylic acids, functional derivatives of carboxylic acids, esters, acid-base hydrolysis, re-esterification, preparation of amides from esters. Halides – preparation and reactivity, Hoffman decomposition of amides. 12-13 week: Basic principles of identification of chemical structures. 

Guided consultation in combined form of studies

52 hod., optionally

Teacher / Lecturer

Exercise

26 hod., compulsory

Teacher / Lecturer

Elearning