Programme

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.

Core Documentation

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

Type of delivery of the course

The course is based on face-to-face lessons using pwp presentations, and some videos.

Type of evaluation

Learning verification takes place through a written test lasting 3 hours and a subsequent oral exam. Three in itinere tests are conducted during the course which allow direct access to the oral examination. All written tests contain 4 exercises, aimed at verifying the level of understanding of the mechanisms and reactivity of chemical compounds and the students' ability to evaluate their application on a given substrate in the presence of specific reaction conditions. Examination tests (and in itinere tests) from previous years are available on the course website.

Programme

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.

Core Documentation

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

Type of delivery of the course

The course mainly involves lectures and a few laboratory sessions during which some basic purification, analysis and synthetic strategies frequently used in Organic Chemistry will be illustrated.

Type of evaluation

Written and oral exam concerning the whole course program. Alternatively, to the final written exam, the student can sustain three midterm exams