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.

Exercises and exame text

Readings/Bibliography

J. Clayden, N. Greeves and S. Warren

Organic Chemistry 2a ed.

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

Teaching methods

• Class lectures (3/4 of time)
• Class exercises (1/4 of time)

Assessment methods

The exam aims to verify the achievement of the following educational objectives: ¨acquisition of independent judgment with reference to the evaluation of a synthetic path ¨critical interpretation of the experimental reaction conditions always in relation to the synthetic objective. The learning assessment is based on a final oral test. The exam grade or the choice to refuse the grade must be recorded within 5 days of communication of the results. To take the exam, registration via "Alma exams" is required, in compliance with the established deadlines and furthermore, during the written test it is not permitted to consult handouts or other paper material or any type of electronic device. The student suffering from DSA or disability who requests to be able to take the exam using dedicated supports (concept maps, additional time, flow charts...), must make the request to the course teacher at least 15 days before the exam date so that the necessary material is guaranteed.

Teaching tools

PC, video projector, blackboard. The electronic presentations of the lessons and the exercises carried out in class are available online on the website https://iol.unibo.it/. On the same site it is possible to download all the teaching material useful for preparing for the exam, including exam texts from previous years with related solutions. To obtain the teaching material the student must be enrolled in the degree course. Students with DSA or Disabilities can contact the Student Disability and DSA Service of the University of Bologna (http://www.studentidisabili.unibo.it/) and the Department contact (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 face-to-face lessons. Language of instruction Italian.

Office hours

See the website of Giorgio Bencivenni