Course detail
Selected Chapters of Organic Chemistry
FCH-MC_VOCHAcad. year: 2022/2023
Halogenated derivatives, nucleophilic substitution on saturated carbon atom, aromatic nucleophilic substitution reactions, elimination reactions. Alcohols, phenols, polyhydroxy compounds. Oxidation of alcohols and phenols. Ethers, peroxides, epoxides, crown ethers. Thiols, sulfides, sulfonic acids and their derivatives. Esters of mineral acids. Amines, diazotation, arendiazonium salts - use, amine oxides. Diazo compounds, carbenes. Azides. Nitro compounds. Organometallic compounds. Aldehydes and ketones, nucleophilic addition to the C = O group, aldolization reactions of aldehydes and ketones. Carboxylic acids, esterification, acyl halides, anhydrides, esters, amides. Halogen and amino acids, peptides, carbonic acid derivatives.
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Assesment methods and criteria linked to learning outcomes
Exam: exam consists of oral part.
Course curriculum
2 weeks: Alkenes, Cis- and Trans-additions, overview of addition reactions, Alkynes, alkyne reactivity, AE, AN and AR addition reactions
Week 3: 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: Halogenated derivatives, SN1, SN2 (kinetics and stereochemistry). Elimination of halogen on Csp3 - mechanism E1, E2, E1cB - region specificity (Zajcev rule), sterospecificity
5th week: Hydroxy compounds - alcohols and phenols. Reactivity of hydroxyl group, acidity and influence of carbonaceous residue on acidity level
Ethers, Typical chemical properties, C-O bond cleavage, peroxide compounds formation
6th week: 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 reactions
Reaction using compounds of palladium - 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, conjugated additions
11th week: Carboxylic acids, functional derivatives of carboxylic acids, esters, acidic basic hydrolysis, reesterification, preparation of amides from esters. Halides - preparation and reactivity, Hoffman degradation of amides
12-13th week: Basic principles of chemical structure identification
Work placements
Aims
Specification of controlled education, way of implementation and compensation for absences
Recommended optional programme components
Prerequisites and corequisites
Basic literature
Organic chemistry, Solomons, T.W. Graham, Wiley 1980 a další vyd. (EN)
Organická chemie, John McMurry, VUTIUM, 2015 (CS)
Recommended reading
Elearning
Classification of course in study plans
- Programme NKCP_ECHT Master's 1 year of study, winter semester, compulsory-optional
- Programme NPCP_ECHT Master's 1 year of study, winter semester, compulsory-optional
- Programme NKCP_CHTM Master's 1 year of study, winter semester, elective
2 year of study, winter semester, elective - Programme NPCP_CHTM Master's 1 year of study, winter semester, elective
2 year of study, winter semester, elective - Programme NPCP_CHMA Master's
specialization BF , 1 year of study, winter semester, compulsory
specialization CHBL , 1 year of study, winter semester, compulsory - Programme NKCP_CHPL Master's 1 year of study, winter semester, compulsory
- Programme NPCP_CHPL Master's 1 year of study, winter semester, compulsory
- Programme NPCP_PCHBT Master's 1 year of study, winter semester, compulsory-optional
Type of course unit
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Guided consultation in combined form of studies
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Elearning