CH2BP_3P2P Organic chemistry 2

Faculty of Education
Autumn 2014
Extent and Intensity
2/0/0. 4 credit(s). Type of Completion: zk (examination).
Teacher(s)
RNDr. Monika Stupavská, PhD. (lecturer)
Mgr. Jiří Šibor, Ph.D. (lecturer)
Guaranteed by
doc. RNDr. Petr Sládek, CSc.
Department of Physics, Chemistry and Vocational Education - Faculty of Education
Contact Person: Mgr. Bc. Lucie Viková
Supplier department: Department of Physics, Chemistry and Vocational Education - Faculty of Education
Timetable
Thu 7:30–9:10 učebna 10
Course Enrolment Limitations
The course is also offered to the students of the fields other than those the course is directly associated with.
fields of study / plans the course is directly associated with
Course objectives
At the end of this course, student should be able to: understand and be able to explains structure and reactivity basic relationships of hydrocarbons derivatives; use data to organic chemistry problem solutions independently; make reasoned decisions about HC derivatives reactivity; formulate a reasoned differential diagnosis for products deduction of similar reactions; interpret HC derivatives characteristics.
Syllabus
  • Halogen derivatives. Influence of the carbon skeleton on the reactivity of halogen derivative. Mechanism of nucleophilic substitution, mechanisms and their sterochemical course. Elimination reactions, mechanism and their stereochemical course. Substitution versus elimination. Alfa elimination reactions. Hydroxy derivatives - alcohols and phenols. Reactivity of the hydroxy group, acidity and an influence of the carbon skeleton on it. Substitution and elimination reactions. Reactions on the carbon rest of the alcohol molecule. Oxidation reactions. Polyhydroxy derivatives. Quinones, structure and chemical properties. Ethers, structure. Physical properties in comparison with alcohols. Typical chemical reactions of ethers (C-O bond cleavage, peroxides formation). Epoxides and cyclic ethers, their properties. Crown ethers. Thioles and sulfides. Comparison with the oxygen derivatives. Products of oxidation - sulfinic and sulfonic acids, sulfoxides and sulfones. Sulfonic acids and their derivatives, their preparation and reactivity, application. Inorganic acid esters, their preparation and application. Nitro compounds. Structure and reactivity. Influence of the nitro group on the carbon skeleton. Preparation of nitro compounds. Ambident ions. Reduction of nitro compounds. Amino derivatives. The basic chemical properties. Hofmann rearrangement. Reactivity of amines with nitrous acid. Diazotization and diazonium salts, coupling reactions. Amine oxides and their application. Enamines.Quaternary amonium salts. Hofmann elimination. Diazocompounds. Diazoalkanes, diazoesters, diazoketones preparation and reactivity. Azides. Azo, azoxy and hydrazo compounds. Nitriles and isonitriles. Structure and reactivity and preparation. Hydrolysis of nitriles. Isonitrile test. Organo metallic compounds. Relation between the metal and the chemical properties. Representatives of organometallic compounds, reactivity and application. Preparation. Carbonyl derivatives. The phenomenon of carbonyl group. Aldehydes and ketones, nucleophilic addition reactions. Influence of the carbonyl group on the carbon skeleton and application in organic synthesis. Oxidation and reduction. Carbohydrates (aldoses, ketoses, trioses, tetroses, pentoses, hexoses), nomenclature. Mutarotation and cyclic form. Reactivity of the carbonyl and hydroxy groups. Products of oxidation and reduction, amino and deoxy derivatives. Disacharides (their structure and reductive properties). Polysacharides - homo and heteropolysacharides, representatives. Cellulose, its preparation and modification, application. Starch. Carboxylic acids, their structure, representatives, chemical properties. Influence of the carbon rest on the acidity. Esterification. Function derivatives of carboxylic acids (esters, halogen derivatives, amides, anhydrides). Preparation and comparison of their properties. Application in organic synthesis. Substituted derivatives of carboxylic acids (hydroxyacids,lactones, lactides, aminoacids, lactams, halogenacids, ketoacids). Derivatives of carbonic acid, classification, their reactivity. Lipids, their structure, properties. Waxes. Heterocyclic compounds. Structure and systematic nomenclature of heterocyclic compounds. Relation between the electronic structure and the chemical behaviour. Pyrrole, thiophene, furan, comparison of their chemical properties. Structure of pyrrole and bile pigments. Indole, indoxyl, indigo. Imidazole, pyrazole, thiazole, oxazole (the main chemical characteristic). Pyridine, structure and chemical properties. Pyridinium salts and pyridinium N-oxide. Quinoline and isoquinoline. Pyrylium salts, flavylium salts, coumarin and chromone, flavones - structure and their occuarance. Pyrazine, pyrimidine (bases of nucleic acids,pyridazine.Purines (the main representatives, bases of nucleic acids).Pterine (structure).
Literature
  • MCMURRY, John. Fundamentals of organic chemistry. 4th ed. Pacific Grove: Brooks/Cole publishing company, 1998. xxii, 566,. ISBN 0-534-35245-4. info
  • SOLOMONS, T. W. Graham. Organic chemistry. 6th ed. New York: John Wiley & Sons, 1996. xxvii, 121. ISBN 0471013420. info
  • HRNČIAR, Pavol. Organická chémia. 3., preprac. vyd. Bratislava: Slovenské pedagogické nakladateľstvo, 1990. 708 s. ISBN 8008000287. info
Teaching methods
Teaching type: Lectures with demonstration experiments.
Assessment methods
Completion: written test (performance 70 %) and oral examination.
Language of instruction
Czech
Further comments (probably available only in Czech)
Information on completion of the course: Podmínkou připuštění k ústní zkoušce je absolvování testu s výsledkem nad 70 %.
The course is taught annually.
General note: Podmínky připuštění ke zkoušce: Zkouška z povinného předmětu Organická chemie I (CH2BP_2P8P).
The course is also listed under the following terms Autumn 2004, Autumn 2005, Autumn 2006, Autumn 2007, Autumn 2008, Autumn 2009, Autumn 2010, Autumn 2011, Autumn 2012, Autumn 2013, Autumn 2015, Autumn 2016, Autumn 2017.
  • Enrolment Statistics (Autumn 2014, recent)
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