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Course, academic year 2023/2024
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Organic chemistry for non-chemical field of study - MC270P76
Title: Organická chemie pro nechemické obory
Czech title: Organická chemie pro nechemické obory
Guaranteed by: Department of Organic Chemistry (31-270)
Faculty: Faculty of Science
Actual: from 2019 to 2023
Semester: summer
E-Credits: 3
Examination process: summer s.:
Hours per week, examination: summer s.:2/0, Ex [HT]
Capacity: unlimited
Min. number of students: 3
4EU+: no
Virtual mobility / capacity: no
State of the course: taught
Language: Czech
Note: enabled for web enrollment
Guarantor: doc. RNDr. Jiří Míšek, Ph.D.
Teacher(s): doc. RNDr. Jiří Míšek, Ph.D.
Incompatibility : MC270P61A, MC270P80, MC280P66B
Is co-requisite for: MC270C76
Is incompatible with: MC270P108A, MC270P61B, MC270P108B
Is interchangeable with: MC270P26
In complex pre-requisite: MC270C87
Annotation -
This is a course of organic chemistry for non-chemistry students (e.g. molecular biology, biochemistry etc.). Biological aspects of organic chemistry are emhasized. The scope of the course is as follows.
1. Chemical bonding (electron configuration of elements, hybridization, covalent bonding), inductive effect, resonance, isomerism)
2. Alkanes and cycloalkanes (nomenclature of alkanes, reaction of alkanes, geometric isomerism and conformation)
3. Alkenes and alkynes (addition to multiple bonds, Markovnikov rule)
4. Stereochemistry (chirality, elements of symmetry, enantiomers, biological properties)
5. Aromatics (definition of aromaticity, electrophilic aromatic substitution, influence of substituents on other substitutions, polycyclic aromatic compounds, heterocyclic compounds)
6. Alkyl halides (radical reactions, SN1 and SN2 substitution, E1 and E2 elimination, mechanisms)
7. Alcohols and phenols (properties of alcohols, acidity, basicity, nucleophilicity, reaction of alcohols)
8. Aldehydes, ketones (carbonyl group, synthesis of aldehydes and ketones, nucleophilic addition to C = O (alcohols, Grignard reagents, hydrides, cyanides), keto-enol tautomerism, enolates, use in synthesis (aldol condensation)
9. Carboxylic acids (acidity (pKA), resonance structures of carboxylate ion, I-effect, preparation of carboxylic acids, esterification, esters, amides, nitriles)
10. Amines (preparation of amines, basicity, hydrogen bonds, reaction with acids, quaternization)
11. Carbohydrates (Fischer formulas, Haworth formulas, oxidation, reduction, acylation, etherification, oligosaccharides, polysaccharides)
12. Amino acids + peptides (peptide bond, solid phase peptide synthesis, sequencing)
13. Nucleic acids (nucleosides, nucleotides, bases, purine derivatives, DNA structure)
Last update: Míšek Jiří, doc. RNDr., Ph.D. (25.10.2019)
Literature -
J. McMurry: Organic Chemistry; ICT Prague, http://vydavatelstvi.vscht.cz/katalog/uid_isbn-978-80-7080-637-1/anotace/ PUBLICATION IS IN THE LIBRARY
J. Svoboda: Organic Chemistry I .; ICT Prague, http://vydavatelstvi.vscht.cz/katalog/uid_isbn-978-80-7080-561-9/anotace/ FULL PUBLICATION IS ON-LINE ACCESSIBLE
Trnka T., Klinotova E., Kotora M., Sejbal J. Organic Chemistry for Non-Chemical Students
Klinotová E. and Smrček S. Overview of organic chemistry for students of KATA, Faculty of Science, Charles University
Pacák J. Brief basics of organic chemistry

You can find more material on Moodle.
Last update: Míšek Jiří, doc. RNDr., Ph.D. (25.10.2019)
Requirements to the exam -
The exam is in written form. The exam consists of fifteen tasks, each with a maximum of four points (rating: 55-65% good, 65-79% very good, 80-100% excellent).

There will be seven exam dates.
Last update: Míšek Jiří, doc. RNDr., Ph.D. (25.10.2019)
Syllabus - Czech

Úvod

O čem pojednává organická chemie

Organická chemie a živá příroda

Organická chemie v běžném životě

Chemická vazba

Elektronové konfigurace prvků hybridizace

Kovalentní vazba

Induktivní efekt, rezonance

Isomerie

Alkany a cykloalkany

Názvosloví alkanů

Reakce alkanů

Geometrická isomerie a konformace

Alkeny a alkiny

Adice na násobné vazby

Markovnikovovo pravidlo

1,4-adice

Stereochemie

Chiralita, prvky symetrie

Enantiomery, biologické vlastnosti

Aromáty

Definice aromaticity

Elektrofilní aromatická substituce

Vliv substituentů na další substituce

Polycyklické aromatické sloučeniny

Alkylhalogenidy

Příprava

SN1 a SN2 substituce

E1 a E2 mechanismus

Alkoholy a fenoly

Vlastnosti alkoholů (H-vazby, acidita, bazicita, nukleofilita)

Reakce alkoholů

Thioly, ethery a thioethery

Aldehydy, ketony

Karbonylová skupina

Syntéza aldehydů a ketonů

Nukleofilni adice na C=O (alkoholy, Grignardovy činidla, hydridy, kyanidy)

Keto-enol tautomerie

Enoláty, využití v syntéze (aldolové kondenzace, malonesterové reakce)

Chinony

Karboxylové kyseliny

Acidita (pKA), resonanční struktury karboxylátového iontu

I efekt
Příprava karboxylových kyselin

Esterifikace a estery, amidy, nitrily, halogenidy

Thioestery

Aminy

Příprava aminů

Bazicita, vodíkové vazby

Reakce s kyselinami, kvaternizace

Reakce s kyselinou dusitou

Kopulace a azobarviva

Heterocyklické aminy

Sacharidy

Fischerovy vzorce, Haworthovy vzorce, konformační vzorce

Oxidace, redukce

Acylace, etherifikace

Oligosacharidy, polysacharidy

Aminokyseliny a peptidy

Peptidová vazba

Syntéza peptidů na pevné fázi

Přírodní látky

Last update: Míšek Jiří, doc. RNDr., Ph.D. (25.10.2019)
 
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