Course detail
Selected chapters from organic chemistry
FCH-BC_VODAcad. year: 2019/2020
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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Learning outcomes of the course unit
Prerequisites
Co-requisites
Planned learning activities and teaching methods
Assesment methods and criteria linked to learning outcomes
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
12th 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. (CS)
Recommended reading
Classification of course in study plans
- Programme BPCP_CHTOZP Bachelor's 3 year of study, winter semester, compulsory-optional
- Programme BKCP_CHTOŽP Bachelor's 3 year of study, winter semester, compulsory-optional