00148 - Organic Chemistry (M-Z)

Course contents

The hybrid orbitals: sp3 hybridization, sp2 hybridization, sp hybridization. The chemical bond in organic compounds: ionic bond, covalent bond, polar covalent bond. Electronegativity.
Bronsted acids and basis, Lewis acids and basis, nucleophiles and electrophiles, general definitions.
The functional groups in organic chemistry: alkanes, alkenes and alkynes, arenes, alkyl halogenides, alcohols, phenols, ethers, amines, aldehydes, ketones, esters, anhydrides, amides, thioesters.
Stereochemistry: stereocenters, optical activity, CIP notational system. Fischer projection.
Alkenes: structure, electrophilic addition, addition of water, of alogens, hydroboration. Carbocations.
Nucleophiles and electrophiles: reaction SN1, SN2, E1 and E2. Mechanisms comparison.
Aromatic hydrocarbons: nomenclature, aromaticity definition. Resonance: definition and examples. Aromatic electrophilic substitution.
Alcohols: nomenclature, properties and reactions. Ethers and epoxides.
Carbonyl compounds: structure and reactivity of aldehydes and ketones. Aldol condensation.
Carbohydrates: structure, classification and stereochemical representations. Monosaccharides: reaction. Disaccharides and polysaccharides. Deoxyribose and glucosamine.
Amines: structure and basicity.
Carboxylic acids: acidity. Carboxylic acids derivatives: esters, acyl chlorides, amides, anhydrides, thioesters. Acylic nucleophilic substitution: saponification, transesterification, synthesis of amides and acids.
Amino acids: structure, isoelectric point. Peptides: liquid phase synthesis and solid phase synthesis.
Lipids: classification.

Readings/Bibliography

Janice Gorzynski Smith – Chimica Organica – McGraw-Hill

T. W. Graham Solomons, Craig B. Fryhle – Chimica Organica

John McMurry – Chimica Organica – Piccin

Brown & Foote – Chimica Organica – EdiSES

Janice Gorzynski Smith – Fondamenti di Chimica Organica – McGraw-Hill

Brown – Introduzione alla Chimica Organica – EdiSES

John McMurry – Chimica Organica - Un approccio biologico – Zanichelli

Teaching methods

The topics listed in the program will be fully covered, particularly the reaction mechanisms.

Assessment methods

The preparation is tested by a written and/or oral exam, whose aim is to verify both the knowledge of the subject.

Teaching tools

Overhead projector, PC

Office hours

See the website of Claudia Tomasini