00152 - Organic Chemistry II

Learning outcomes

At the end of the course, the student understands the reactivity of polyfunctionalized carbonyl compounds, the formation and reactivity of organic radicals, aromatic heterocyclic molecules, and α,β-unsaturated carbonyl systems. They are able to choose strategies for the use of protecting groups; to understand oxidation and reduction reactions of organic compounds; methods of synthesis involving organometallic compounds; and the reactivity of organic compounds containing phosphorus, sulfur, boron, and silicon. Furthermore, they are able to discuss synthetic pathways and analyze the synthesis routes of moderately complex organic molecules.

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. Students with learning disorders and\or temporary or permanent disabilities: please, contact the office responsible (https://site.unibo.it/studenti-con-disabilita-e-dsa/en/for-students ) as soon as possible so that they can propose acceptable adjustments. The request for adaptation must be submitted in advance (15 days before the exam date) to the lecturer, who will assess the appropriateness of the adjustments, taking into account the teaching objectives.

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. 

Office hours

See the website of Giorgio Bencivenni