Organic Chemistry Premaster Course

Course manual 2017/2018

Course content

The course consists of seven two-hour lectures that will be divided in a theoretical and tutorial part. Reactions at carbonyls, the concept of delocalization, structure-acid/base relationships, nucleophilic substitutions, eliminations, electrophilic substitutions and reactions of enols/enolates will be treated. Chemo-, regio- and stereoselectivity will be an important thread in the course.

The following chapters will be studied:

6: Nucleophilic addition to the carbonyl group (lecture 1)

7: Delocalization and conjugation (lecture 1)

8: Acidity, basicity, and pKa (lecture 2)

10: Nucleophilic substitution at the carbonyl group  (lecture 3)

11: Nucleophilic substitution at C=O with loss of carbonyl oxygen (lecture 3)

15: Nucleophilic substitution at saturated carbon (lecture 4)

17: Elimination reactions (lecture 4)

19: Electrophilic addition to alkenes (lecture 5)

20: Formation and reactions of enols and enolates (lecture 6)

21: Electrophilic aromatic substitution (lecture 5)

25: Alkylation of enolates (lecture 6)

26: Reactions of enolates with carbonyl compounds: the aldol and Claisen reactions (lecture 7)

Study materials

Literature

• Clayden, Greeves and Warren, 'Organic Chemistry', Oxford University Press, 2nd edition, ISBN 978-0-19-927029-3, chapters 6, 7, 8, 10, 11, 15, 17, 19, 20, 21, 25 and 26).

Objectives

This course will provide understanding of reaction mechanisms of transformations at organic molecules.  The student should be able to apply this theory to:

• Predict how a specific functional group will react under given conditions in terms of nucleophile/electrophile.
• Describe the course of a reaction by means of a reaction mechanism using curly arrows.
• Predict the stereochemical outcome of a certain reaction.

Teaching methods

• Lecture
• Self-study

Lectures and tutorials.

Learning activities

Assessment

Assignments

Onderstaande opdrachten komen aan bod in deze cursus:

•    Naam opdracht 1 : beschrijving 2
•    Naam opdracht 2 : beschrijving 1
•    ....

Fraud and plagiarism

The 'Regulations governing fraud and plagiarism for UvA students' applies to this course. This will be monitored carefully. Upon suspicion of fraud or plagiarism the Examinations Board of the programme will be informed. For the 'Regulations governing fraud and plagiarism for UvA students' see: www.uva.nl/plagiarism

Course structure

Timetable

The schedule for this course is published on DataNose.

Contact information

Coordinator

• prof. dr. J.H. van Maarseveen