Organic Chemistry Ii

A.Y. 2023/2024
7
Max ECTS
64
Overall hours
SSD
CHIM/06
Language
Italian
Learning objectives
The course is a continuation of Organic Chemistry I and aims at providing an introduction to the chemistry of carbocyclic aromatic compounds. Additional topics include the chemistry of heterocyclic aromatic compounds.
Expected learning outcomes
Skills acquired by the students at the end of the course are the knowledge of the chemistry of aromatic systems. In particular, they will achieve competences in the design of the synthesis of aromatic and heteroaromatic systems, even of pharmacological interest.
Single course

This course cannot be attended as a single course. Please check our list of single courses to find the ones available for enrolment.

Course syllabus and organization

Single session

Responsible
Lesson period
year
Course syllabus
During theoretical classes, the concepts of aromaticity and antiaromaticity, and the fundamental structural characteristics of aromatic carbocyclic systems (benzene and derivatives) on which is based their reactivity are illustrated. Then, the main classes of reactions such as electrophilic and nucleophilic aromatic substitution, are presented, showing in details the mechanism and scope. The main classes of aromatic compounds are described. In particular, characteristics, reactivity and synthesis of arenes and alkylarenes, naphthalene, aryl and arylaliphatic arenes, nitrogen derivatives (nitro-, nitroso-, and azocompounds, arylhydroxylamines, mono- and diarylhydrazines, aromatic amines, diazonium salts), phenols and derivatives, aldehydes and ketones, nitriles, carboxylic acids and derivatives, sulfur compounds, quinones. Most commonly used coupling reactions (Heck, Stille, etc) will be treated. In the second part of the course, the most important classes of heteroaromatic compounds are described, with their structural characteristics, reactivity and synthesis. In particular, pyrrole, furan, thiophene and their benzocondensed indole, benzofuran and benzothiophene are presented, some six-member atoms heterocyclic compounds such as pyridine, quinoline and isoquinoline are described. Finally, some selected information about five-member heterocycles containing two heteroatoms such as imidazole, pyrazole and isooxazole is given. The course is divided in three parts: after each part a set of interactive exercises related to the topic described are organized. Some hints to pericyclic reactions and 1,3-dipolar cycloadditions will be given.
Prerequisites for admission
Basic knowledge of organic chemistry are required. Students must therefore have attended Organic Chemistry I course and acquired the related skills, that are necessary to understand Organic Chemistry II.
Teaching methods
Lessons will be held in classrooms (using blackboard whenever possible) as scheduled in the timetable.
Teaching Resources
Any book of Organic Chemistry is suitable for the course. As examples:
1] John D. Hepworth, David R. Waring and Michael J. Waring, Aromatic Chemistry, Royal Society of Chemistry, Cambridge, 2002 (recommended for the aromatic chemistry)
2] Brown, Foote, Iverson, Anslyn, CHIMICA ORGANICA, EdiSES
3] Mc Murry, CHIMICA ORGANICA, Piccin
4] Botta, CHIMICA ORGANICA, EdiErmes
5] Vollhardt-Schore, CHIMICA ORGANICA, Zanichelli
6] Solomons-Fryhle, CHIMICA ORGANICA, Zanichelli
The use of a textbook is strongly recommended as a support to the theoretical lessons.
Exercises can also be found on Ariel website of the course and at the link:
https://sbernasconicoe.ariel.ctu.unimi.it/v5/home/Default.aspx
Assessment methods and Criteria
The exam includes a written and an oral test, both compulsory.
The written test consists of 10-15 exercises (to be completed in two hours).
Two partial tests will be proposed, in the middle and at the end of the course, lasting 1 hours each. Tests will focus on the part of the program carried out in the first and second part of the course, respectively; each will be structured in about 5-10 exercises similar to those of the written exam.
Admission to the oral examination is possible only after passing the written test.
The oral interview will focus on the entire course program, with the aim of verifying the skills acquired by the student in the field of aromatic and heterocyclic chemistry.
CHIM/06 - ORGANIC CHEMISTRY - University credits: 7
Practicals: 16 hours
Lessons: 48 hours
Professor(s)
Reception:
please contact by e-mail or phone
Dipartimento di Chimica - via Golgi 19 - Milano - building C, 2nd floor, room 2011 or via Teams