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
pdf slide to the site:
https://drive.google.com/drive/folders/1s_g_EUfkp2yQUIPlkPw8hgpr1ioi8BQy?usp=sharing

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


The teacher receives Tuesday from 17.00 to 19.00 by appointment via e-mail: tecla.gasperi@uniroma3.it