Organic Synthesis
Code
10704
Academic unit
Faculdade de Ciências e Tecnologia
Department
Departamento de Química
Credits
6.0
Teacher in charge
Paula Cristina de Sério Branco
Weekly hours
4
Total hours
56
Teaching language
Português
Objectives
It is intended that the student develops the capacity to plan strategies for the efficient synthesis of simple organic molecules, being able to compare them from an overall yield and strategic point of view.
Prerequisites
Basic knowledge in organic chemistry. Stereochemistry. Functional group recognition and chemistry.
Subject matter
Chemical synthesis objectives and practical importance.
General concepts involved in a chemical synthesis. Synthetic strategy. Linear synthesis and convergent synthesis. Synthetic yield. Economy of atoms.
Retrosynthetic analysis: general concepts of retrosynthesis. Disconnection, synthon, equivalent synthon, control synthon, functional group interconvertion, ‘umpolung’. Disconnection of one or more functional groups.
Retrosynthesis and synthesis of alicyclic compounds containing heteroatoms (N, S, O).
Methods for the obtention of compounds bearing 3- and 4-membered rings.
Brief mention to the synthesis of heterocycles.
Bibliography
1. S. Warren, P. Wyatt, Organic Synthesis - The disconnection Approach. second ed., Wiley 2008.
2. J. Clayden, N. Greeves, S. Warren and P. Wothers, Organic Chemistry. Oxford University Press, 2001.
3. P. Wyatt, S. Warren, Organic Synthesis - Strategy and Control. Wiley, 2007.
4. Química Orgânica, Volume 2, Pedro Paulo Santos, IST Press, Lisboa, 2013, capítulos 15 & 17. A book of general organic chemistry well adapted to the syllabus of this course.
5. S. Prabhakar (ed.), Organic Synthetic Methodology, Edinova, Lisboa, 2000.
Teaching method
Theoretical subjects are presented and explained to students in class (2,5h/week) with an emphasis on practical cases.. Throughout the semester, students complete on the lab a small synthesis involving 2 to 3 synthetic steps. .The students should initially develop the project in a theoretical way, present the project to the colleagues in the classroom and only after develop it in the laboratory.
Evaluation method
2 TEST EACH worth 35%
LAB (PROJECT (5%) + PRATICAL EVALUATION (10%), PRACTICE REPORT (7.5%) + presentation (7.5%)) = 30%
It required a minimum score of 9.5 in the theoretical part and attendance to practical classes for approval to the discipline The students should perform practical work and prepare the report and do the presentation of the experimental results.