Università Roma Tre

Structural theory. Isomerism and stereoisomeries. Resonance and electronic effects. The functional groups: structure, nomenclature (IUPAC and use) and chemical-physical properties of alkanes, cycloalkanes, alkenes, alkynes, arenes, halides, alcohols, thiols, ethers, sulfides, amines, aldehydes, ketones, imines, phenols, carboxylic acids, esters, lactones, amides, imides and nitriles.
The main reaction mechanisms: substitution and radical addition; electrophilic addition; polymerization; nucleophilic substitution (SN1, SN2) and elimination (E1 and E 2) at sp3 carbon. Aromatic electrophilic substitution. Addition to carbonyls and nucleophilic substitution to acyls. Enolated and their inter-, intra-molecular and cross-linked condensations. Bi- and polyfunctional molecules: acetacetic and malonic synthesis; hydroxy acids, enonic systems, alpha-amino acids (structures and isoelectric point), carbohydrates (classification, hemiacetal structures, glucosides, polysaccharides). Homo- and hetero-aromatic compounds.

W. H. Brown, B.L. Iverson, E.V. Anslyn, C.S. Foote Organic Chemistry
J. Mc Murry Chimica Organica Ed. Piccin
Slides shown in the lessons are available in the professor website

Part 1: structural theory. isomers and stereoisomers. resonance and electronic effects. functional groups: structure, nomenclature (IUPAC and common names) and chemical-physic properties for alkanes, cycloalkanes, alkenes, alkynes, arenes, halides, alcohols, thiols, ethers, sulfides, amines, aldehydes, ketones, acetals, imines, phenols, carboxylic acids, esters, lactones, amides, imides and nitriles. homo- and hetero-aromatic compounds. main reaction mechanisms: radical substitution and addition, electrophilic addition; polymerization; nucleophilic substitution (SN1, SN2) and elimination (E1, E2) at sp3 carbon; aromatic electrophilic substitution; nucleophilic addition and substitution at carbonyl carbon. synthesis and reactivity of functional groups in view of reaction mechanisms. enolates and their inter-, intra-molecular and cross condensations. di- and poly-functional molecules: acetoacetic and malonic synthesis, hydroxy acids, enonic systems

Part 2: an introduction to the organic chemistry laboratory. purification and separation techniques: crystallization, extraction, distillation and chromatography (adsorption, distribution, ionic exchange, affinity); mention of HPLC gas-chromatography. practical experiences in the laboratory: polarimetry, maleic to fumaric acid isomerization, separations by extraction, nucleophilic substitution, TLC and column chromatography, esterification.

T.W. Graham Solomons; Craig B. Fryhle in “Organic Chemistry”, 10th Edition, Wiley.
John McMurry in “Chimica Organica”, Piccin-Nuova Libreria
Bruno Botta in “Chimica Organica” Edi-ermes


Lecture notes and bibliographical references will be provided