Organic chemistry II

A.Y. 2017/2018
Overall hours
Learning objectives
Gli obiettivi del corso sono quelli di fornire allo studente tutte le più importanti nozioni relative alla chimica dei composti aromatici carbociclici e delle principali classi di composti eteroaromatici. Lo studente quindi apprenderà le caratteristiche strutturali, di reattività e le metodologie di sintesi dei composti aromatici ed eteroaromatici, acquisendo così una buona conoscenza della chimica aromatica ed eterociclica ed una familiarità nella progettazione di sintesi delle suddette classi di composti. Il corso prevede anche diverse ore di esercitazione durante le quali gli studenti impareranno ad utilizzare, in modo razionale, i metodi di preparazione e funzionalizzazione dei sistemi aromatici ed eteroaromatici appresi durante il corso, acquisendo una buona capacità di progettare le sintesi di diverse molecole.
Expected learning outcomes
Course syllabus and organization

Single session

Lesson period
Course syllabus
Objective of the course is to furnish the student of the most important knowledges about the chemistry of aromatic compounds, both carbocyclic and heterocyclic. The student learn the structural characteristics, reactivity and synthetic methodologies of aromatic and heteroaromatic compounds, thus acquiring a good knowledge of aromatic and heterocyclic chemistry. During the course, which is divided into three parts, several exercises are done in classroom, during which students learn rationale methods for the design of the synthesis and functionalization of all of the classes of aromatic and heterocyclic compounds described in the course.

1) Concepts of aromaticity and heteroaromaticity is illustrated. The main structural characteristics and general reactivity of carbocyclic aromatic systems (benzene and derivatives) is illustrated. The mail classes of reactions such as electrophilic and nucleophilic aromatic substitution are deeply discussed. In particular, unimolecular, carbocation, elimination-addition via aryne, addition-elimination mechanisms are presented for nucleophilic aromatic substitution. (TOTAL 20 h of lessons and 6 h of exercises)
2) The description of the main classes of aromatic compounds is presented. In particular, general characteristics, reactivity and synthetic methods of arenes, alkyl arenes, naphtalenes, aryl and aryl aliphatic halogeno derivatives, nitrose derivatives (nitro-, nitroso-, and azo.compounds, aryl hydroxylamines, mono- and diarylhydrazines, aromatic amines, diazonium salts), phenols and derivatives, aldehydes and ketones, nitriles, carboxylic acids and derivatives, sulphur containing compounds, quinines. (TOTAL 15 h of lessons and 6 h of exercises)
3) The main classes of heterocyclic compounds are described, first presenting their general structural characteristics, their reactivity and main synthetic methods. In detail, pyrrole, furan, thiophene and their benzocondensed indole, benzofuran and benzothiophene are discussed. The specific reactivity of each ring towards electrophilic substitution, oxidation, reduction and some addition reactions are presented. The six atom rings considered are: pyridine, quinoline and isoquinoline. Some five member rings containing two heteroatoms, such as imidazole, isoxazole and pyrazole are also presented. (TOTAL 13 h of lessons and 6 h of exercises)

Reference material for students
Students are given an issue which contains all of the slides presented during the classroom lessons, integrated with a written part describing all the topics.
In addition, the following textbooks are highly recommended:
1] Brown, Foote, Iverson, Anslyn, CHIMICA ORGANICA IV edizione
Requirement and examination procedure
Written exam. During the course, three written checks will be carried out, each one referring to the three parts of the programme, giving rise to the final evaluation.
Requested background
General Chemistry and Organic Chemistry I.
More info
Students are expected to attend all of the lessons.
CHIM/06 - ORGANIC CHEMISTRY - University credits: 7
Practicals: 16 hours
Lessons: 48 hours