The aim of the course is to provide to the students the knowledge of the functional groups of the organic molecules, studying their properties, formation and reactivity, through the study of the main mechanisms, to demonstrate the chemical reactions analyzed.

1) STRUCTURE OF ORGANIC MOLECULES

Atomic orbitals, electronic configuration of atoms; the chemical bond. Hybridization: sp3, sp2 and sp orbitals: single, double and triple bonds. Electronegativity and polarity. The resonance. Acids and bases. Intermolecular bonds.

2) ORGANIC REACTIONS

Introduction of functional groups as a substrate for the organic reactions. Classification of organic reactions: addition, elimination, substitution. Main reagents: acids and bases according to Bronsted-Lowry and Lewis; nucleophiles and electrophiles. Inductive and conjugative effects. Limit structures of resonance.

3) ALKANES AND CYCLOALKANES

Introduction to the organic chemistry as the chemistry of the carbon. Tetravalent carbon and use of molecular models. Nomenclature. Single, double and triple bonds. Structure of alkanes and cycloalkanes. Structural, brute, condensed and skeletal formulas. Structural and configurational isomers. Conformers: Newman and perspective projections. Physical properties. Reactivity: halogenation and combustion.

4) ALKENES AND ALKYNES

Nomenclature. Geometric cis and trans isomerization. Rules of CIP. Nomenclature E and Z. Physical properties and acidity. Methods of preparation. Electrophilic addition (Markovnikov reactions). Main electrophilic addition reactions. Redox reactions.

5) STEREOCHEMISTRY

Stereocenter. Fisher formulas and their use. R and S absolute configuration.. Enantiomers. Diastereomers, optical rotation.

6) ALKYL HALIDES

Nomenclature. Preparation. Main reactions:  SN1 and SN2, E1 and E2 reactions.

7) ACOHOLS

Nomenclature, physical properties, preparation, chemical properties: acidity and basicity, reactivity: nucleophilic substitution, elimination, redox.

8) ALDEHYDES AND KETONES

Carbonyl group. Nomenclature. Methods of preparation. Physical properties. Nucleophilic addition reactions. Redox reactions..

9) CARBOXYLIC ACIDS AND THEIR DERIVATIVES

Nomenclature. Preparation. Physical properties. Acidity. Esters: nomenclature, preparation and properties. Saponification. Fatty acids. Nomenclature of carboxylic acid derivatives. Physical properties. Addition-elimination mechanism (SNA). Reactivity of derivatives. Acidic chlorides. Anhydrides. Amides. Esters. 

10) BENZENE AND ITS DERIVATIVES

Structure of benzene. Aromaticity (Huckel rule). Nomenclature. Physical properties. Electrophilic aromatic substitution and types of reactions. Activating and deactivating substituents. Rules of orientation. Reactions on arenes.

-General and inorganic chemistry

The student will have to demonstrate its mastery of basic knowledge about the general chemistry.

The student must show knowledge and understanding of organic reactions required to produce synthetic processes of relatively complex molecules.

The student must show to apply their knowledge, understanding and skills in solving problems related to the behavior of organic substances.

The student will be able to communicate clearly with a correct and appropriate chemical language his conclusions.

The student will have developed learning skills that will enable him to continue studying in a self-directed or autonomous way.

The teaching material prepared by the lecturer in addition to recommended textbooks (such as for instance slides, lecture notes, exercises, bibliography) and communications from the lecturer specific to the course can be found inside the Moodle platform › blended.uniurb.it

Teaching material will be available on the Blended Learning platform on the website of Urbino University. The supporting activity foresees ten hours of exercises.

Teaching

Frontal lessons and exercises.

Attendance

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Course books

-Bruno Botta - CHIMICA ORGANICA ESSENZIALE - Edi.ermes

or:

John McMurry-CHIMICA ORGANICA-Un approccio biologico-ZANICHELLI

and:

M. Valeria D’Auria, Orazio Taglalatela Scafati, Angela Zampella-GUIDA RAGIONATA ALLO SVOLGIMENTO DI ESERCIZI DI CHIMICA ORGANICA- LOGHIA

The teacher will furnish further informations about the didactic supplies, during the course.

Assessment

Written examination, with 5 or 6 exercises. If the student will get a mark of 18/30 or more, he can do the oral examination to better define the final mark.

Disability and Specific Learning Disorders (SLD)

Students who have registered their disability certification or SLD certification with the Inclusion and Right to Study Office can request to use conceptual maps (for keywords) during exams.

To this end, it is necessary to send the maps, two weeks before the exam date, to the course instructor, who will verify their compliance with the university guidelines and may request modifications.

Teaching

Non-attending students will be provided with the teaching material used in lesson. The teacher will be available by phone or email for any clarification regarding the program.

Course books

-Bruno Botta - CHIMICA ORGANICA ESSENZIALE - Edi.ermes

or:

John McMurry-CHIMICA ORGANICA-Un approccio biologico-ZANICHELLI

and:

M. Valeria D’Auria, Orazio Taglalatela Scafati, Angela Zampella-GUIDA RAGIONATA ALLO SVOLGIMENTO DI ESERCIZI DI CHIMICA ORGANICA- LOGHIA

The teacher will furnish further informations about the didactic supplies, during the course.

Assessment

Written examination, with 5 or 6 exercises. If the student will get a mark of 18/30 or more, he can do the oral examination to better define the final mark.

Disability and Specific Learning Disorders (SLD)

Students who have registered their disability certification or SLD certification with the Inclusion and Right to Study Office can request to use conceptual maps (for keywords) during exams.

To this end, it is necessary to send the maps, two weeks before the exam date, to the course instructor, who will verify their compliance with the university guidelines and may request modifications.