Organic Chemistry

NAME OF THE COURSE Organic Chemistry

Code

KTA201

Year of study

2.

Course teacher

Assoc Prof Ivica Blažević

Credits (ECTS)

6.5

Associate teachers

Type of instruction (number of hours)

P S V T

60

15

0

0

Status of the course

Mandatory

Percentage of application of e-learning

0 %

COURSE DESCRIPTION

Course objectives

Acquiring a basic knowledge of basic organic chemistry that involves understanding the structure and properties of organic compounds and mechanisms of organic reactions as well as understanding identification by organic spectroscopy techniques.

Course enrolment requirements and entry competences required for the course

Enrolled in or passed the course Exercises in Organic Chemistry

Learning outcomes expected at the level of the course (4 to 10 learning outcomes)

After completing the course, the student will become familiarized with the major concepts of organic chemistry, which includes:
- identifying and naming of organic compounds according to functional groups and compare their physico - chemical properties;
- learn about the organic compounds isomerism, stereochemical designations, features, and separation;
- learn about organic compounds structure determination by spectroscopy (MS, NMR, IR, and UV/Vis);
- analyze the reactivity of organic compounds with respect to their structure and stereochemistry;
- propose appropriate reaction mechanisms of organic molecules that include addition, substitution and elimination;
- identify and interpret division, structure and properties of natural organic compounds ( carbohydrates, nucleic acids and lipids ).

Course content broken down in detail by weekly class schedule (syllabus)

 LECTURES AND SEMINARS:
1. Introduction: What is organic chemistry? History of organic chemistry and its modern role. The main concepts of organic chemistry (functional groups, stereochemistry, curly arrows) (2 hours)
2. The nature of chemical bonds: Electronegativity. Bonds polarity, dipol, and formal charge. Lewis structure. Atomic orbitals. Molecular orbitals. Hybridization (sp3, sp2, sp). Length and energy of the bonds. The molecular geometry. The modified hybrid orbitals. VSEPR theory. (4 hours)
3. Physical properties and intermolecular connections: Van der Waals forces. Dipole - dipole. ”Hydrogen bond”. Solubility in solvents. (2+1 hours)
4. Nomenclature and classes of organic compounds. Hydrocarbons (alkanes, cycloalkanes). Functional groups and acronyms. The nomenclature of hydrocarbons (alkenes, alkynes). Nomenclature organohalogenated compounds, alcohols, amines. Nomenclature of aldehydes and ketones, carboxylic acids, acid derivatives. Systematic (IUPAC) nomenclature. Examples. (7+2 hours)
5. Structure of molecules and isomerism. Constitutional isomers. Alkanes. Isomers. Shapes of molecules and IHD. Stereochemistry. Conformations of alkanes (ethane, butane) and rings (C3, C4, C5, cyclohexane). Mono-substituted cycloalkanes. (3+1 hours)
I. PARTIAL EXAM (written, 1hour and 10 min)
6. Configuration of the cis / trans and E / Z; CIP rule. Conformations of disubstituted cycloalkanes. Alkenes. Chirality and the plane of symmetry. Molecules with one stereocenter. Enantiomers and racemic mixtures. The properties of the enantiomers. Optical activity. Polarimeter. Determination of tetrahedral stereogenic center. Fischer projections. Relative configuration. Molecules with two stereocenter. The properties of enantiomers, diastereomers and meso compounds. The separation of the racemate. Chiral molecules without stereocenter. (9+2 hours)
7. Determining organic structures. Introduction. Mass spectrometry (MS). Resolution. Molecular ion. Isotopes. Fragmentation. Examples of mass spectra. Electromagnetic radiation. Ultraviolet and visible spectroscopy (UV/Vis). Infrared spectroscopy (IR). Nuclear magnetic resonance (NMR). 13C NMR. 1H NMR. Chemical shift. Spin-spin coupling. Examples of IR, and NMR spectra. (6+3 hours)
8. Organic reactions. Definitions of basic terms. The division of reactions to the change of structure and to the reaction type. Acidity, basicity, and pKa. Factors that enhance the acidity (the size of atoms, electronegativity, resonance, hybridization, inductive effects, charge, solvation, steric effects). Acid - base reactions. The rules for determining the oxidation state of carbon. Oxidation - reduction reactions. Usage of the curly arrows in the reaction mechanism. Intermediates. Nucleophiles and electrophiles. (4 hours)
II. PARTIAL EXAM (written, 1hour and 10 min)
9. Alkanes and cycloalkanes. Oxidation. Halogenation. Alkyl halides. Nucleophilic substitution at the saturated carbon (SN1 and SN2 mechanism). Elimination reactions (E1, E2 mechanisms). Alkenes and alkynes. Electrophilic additions and free radical, polymerization. Conjugated unsaturated compounds. 1,2 - and 1,4 - addition. Aromatic compounds. Electrophilic and nucleophilic aromatic substitution. Phenols. Alcohols and ethers. Organometallic compounds. Aldehydes and ketones. Nucleophilic addition to the carbonyl group. Carboxylic acids and derivatives. Nucleophilic substitution at the carbonyl group. Amines. Heterocyclic compounds. (18+5 hours)
10. Carbohydrates. Amino acids. Nucleic acid. Lipids. (5+1 hours)
III. PARTIAL EXAM (written, 1hour and 10 min)
IV. PARTIAL EXAM (oral, 30 min)

Format of instruction:

Student responsibilities

 

Screening student work (name the proportion of ECTS credits for eachactivity so that the total number of ECTS credits is equal to the ECTS value of the course):

Class attendance

1.0

Research

0.0

Practical training

0.0

Experimental work

0.0

Report

0.0

 

 

Essay

0.0

Seminar essay

0.0

 

 

Tests

0.0

Oral exam

1.0

 

 

Written exam

4.5

Project

0.0

 

 

Grading and evaluating student work in class and at the final exam

Course is divided into three sections that students take over 3 partial written and 1 oral exam or joining final exam at the end of the semester. The student pass the exam if achieve at least 60%. The final grade is based on the evaluation of partial exams.
Scoring: <60% insufficient; 60-70% sufficient (2); 70-80% good (3); 80-90% very good (4); 90-100% excellent (5)

Required literature (available in the library and via other media)

Title

Number of copies in the library

Availability via other media

S. H. Pine: Organska kemija, Školska knjiga, Zagreb, 1994.

9

Vodič kroz IUPAC-ovu nomenkalturu organskih spojeva, preveli:Bregovec, Horvat, Majerski, Rapić, Školska knjiga , Zagreb, 2002.

1

Optional literature (at the time of submission of study programme proposal)

V.Rapić: Nomenklatura organskih spojeva, Školska knjiga , Zagreb, 2004.
S. E. Meislich, H. Meislich & J. Scharefkin, 3000 Solved Problems in Organic Chemistry, The McGraw-Hill, 1994.

Quality assurance methods that ensure the acquisition of exit competences

Quality assurance will be performed at three levels:
(1) University Level; (2) Faculty Level by Quality Control Committee; (3) Lecturer’s Level.

Other (as the proposer wishes to add)