00152 - Organic Chemistry II

Learning outcomes

Because organic chemistry is a cumulative subject, organic chemistry II is the second part of a sequence designed to give students a more in-depth look at the fundamentals of synthesis, including mechanisms of organic reactions, retrosynthesis and functional group manipulation. At the end of the course the student is able to understand the reactivity of the polyfunctional compounds as well as to choose appropriate methodologies for the use of protecting groups; to know oxidation and reduction reactions of organic molecules; the typical reactions of organic compounds bearing sulphur, phosphorus, boron and silicon. The student is able to analyze synthetic strategies of organic molecules of medium complexity.

Course contents

Prerequisites: basic knowledge of organic chemistry: reactivity of different functional groups, notions of stereochemistry, reaction mechanisms.

Below is a listing of the major topics to be covered in this course:

1. Understanding Organic Reactions using Electron-Pushing or Arrow-Pushing.
2. Introduction to the chemistry of radicals.
3. Heterocyclic compounds.
4. Oxidation and Reduction Reactions.
5. Aldol reactions and enolate anions, including enol and enolate equivalents (enamines, silyl enol ethers , ecc ).
6. Structure and reactivity of a,b-unsaturated compounds.
7. Retrosynthetic analysis and protecting groups.
8. Sulfur, phosphorus, boron, silicon, in organic synthesis.
9. Aminoacids and peptides.

Readings/Bibliography

Lecture handouts available via Internet on https://iol.unibo.it/

T W Graham Solomons, Craig B Fryhle

Chimica organica

• ISBN 9788808094124
• Zanichelli 2008

J. Clayden, N. Greeves and S. Warren

Organic Chemistry 2a ed.

• ISBN: 978-0-19-927029-3
• Oxford University Press 2012

P. Yurkanis Bruice

Chimica Organica, 2a Ed.

● EdiSES, 2012

Teaching methods

• Class lectures (3/4 of time)
• Class exercises (1/4 of time)
• self-evaluation test

Assessment methods

Written examination.

The student will be asked exercises similar to those worked during the course.

Teaching tools

PC and Slides. The pdf version of the electronic presentations can be downloaded at the website https://iol.unibo.it/. On the same site it is possible to download all the useful didactic material for the preparation of the exam including the exams texts of previous years with relative solutions. To obtain the teaching material the student must be enrolled in the Degree course. Students with specific learning disabilities or other disabilities,can contact the Student Service with Disabilities of the University of Bologna (http://www.studentidisabili.unibo.it/) and the contact person of the Department (giorgio.bencivenni2@unibo.it) or the teachers of the course to agree on the most suitable way to consult the teaching material and access the classrooms for frontal lessons. Lessons are in italian.

Office hours

See the website of Giorgio Bencivenni

See the website of Emanuela Marotta