3 ECTS credits
90 u studietijd

Aanbieding 1 met studiegidsnummer 1024214ANR voor alle studenten in het 2e semester met een inleidend bachelor niveau.

Semester
2e semester
Inschrijving onder examencontract
Niet mogelijk
Beoordelingsvoet
Beoordeling (0 tot 20)
2e zittijd mogelijk
Ja
Inschrijvingsvereisten
Due to specific risks and security issues, students must have successfully passed ‘Organic Chemistry: Structural Aspects' and 'Organic Chemistry: Reactivity' before they can enroll for ‘Organic Chemistry: Methods of Synthesis’.
Onderwijstaal
Engels
Faculteit
Faculteit Wetenschappen en Bio-ingenieurswetensch.
Verantwoordelijke vakgroep
Bio-ingenieurswetenschappen
Onderwijsteam
Steven Ballet (titularis)
Ulrich Hennecke
Onderdelen en contacturen
13 contacturen Hoorcollege
52 contacturen Werkcolleges, practica en oefeningen
Inhoud

Lectures: This course builds on previous courses of the Bachelor of Science program, including ‘Organic Chemistry: Structural Aspects’ and ‘Organic Chemistry: Reactivity’. The main goal of this course consists of applying different kinds of organic reactions in a logical and strategic manner to obtain target (bioactive) molecules via multistep syntheses. Whereas previous courses focused on specific structural features of organic molecules and their basic reactivity, this course serves mostly to identify the ideal string of chemical reactions to quickly access predefined chemical compounds. For this reason, the course serves mostly to strategically apply previous knowledge through the basic concepts of RETROSYNTHESIS rather than expanding the vocabulary of chemical conversions. Nonetheless, new reactions and strategies are still studied (e.g. enolate chemistry, use of protecting groups, chemoselective conversions) and applied.  

Practical sessions: The first laboratory exercises consist of the separation, purification and identification of two or three unknown compounds in a mixture. The following (multistep) synthesis subjects vary from year to year, depending on the supervisor. Examples of chemical steps are a malonate synthesis (synthesis of beta-methylphenylalanine) or a phase transfer-catalyzed alkylation of (diphenylmethylene)glycine ethyl ester, an oxidation reaction (indene to 2-indanone), a Strecker-type synthesis (2-aminoindane-2-carboxylic acid) and a N-protection step. A focus is being placed on biologically active compounds or useful synthetic intermediates that fit ongoing research of the Research Group of Organic Chemistry.

Studiemateriaal
Cursustekst (Vereist) : Synthetic Strategy in Bioorganic Chemistry, Powerpoint presentations, personal lecture notes and course, S. Ballet, Dienst uitgaven, VUB, 2220170007328, 2025
Handboek (Aanbevolen) : Organic Chemistry, Clayden, Greeves, Warren and Wothers, 2nd, Oxford University Press, 9780199270293, 2012
Handboek (Aanbevolen) : Workbook for Organic Synthesis: The disconnection approach, 2nd, Wiley, 9780470712276, 2009
Digitaal cursusmateriaal (Aanbevolen) : powerpoint presentations, Canvas
Digitaal cursusmateriaal (Aanbevolen) : Supportive texts, can be provided via Canvas on an ad hoc basis
Bijkomende info

In an introductory and compulsory session the essentials of lab safety are taught. Additionally, the students are introduced in the names and use of glassware items (e.g. reflux setup, distillation, extraction, filtration, evaporation, crystallisation, cleaning). 

Leerresultaten

General competencies

  • The student knows the reactivity of different functional groups and mechanism of all discussed organic reactions;  
  • The student can strategically apply all known reactions in a multistep build-up of the targeted compounds, in order to reach the latter in an efficient manner;  
  • The student knows how to practically set-up an organic reaction in a safe and productive manner;  
  • The student is able to characterize obtained molecules via NMR, MS, IR, optical rotation, melting point determination and all other relevant characterization methods. 

Beoordelingsinformatie

De beoordeling bestaat uit volgende opdrachtcategorieën:
Examen Mondeling bepaalt 60% van het eindcijfer

Examen Praktijk bepaalt 40% van het eindcijfer

Binnen de categorie Examen Mondeling dient men volgende opdrachten af te werken:

  • Oral exam met een wegingsfactor 1 en aldus 60% van het totale eindcijfer.

Binnen de categorie Examen Praktijk dient men volgende opdrachten af te werken:

  • Exam practical met een wegingsfactor 1 en aldus 40% van het totale eindcijfer.

Aanvullende info mbt evaluatie

The total score/grade is composed of two parts, namely the subscore reached after evaluation of the practical sessions and the score obtained after the oral exam (with written preparation). The oral exam will mainly consist of solving exercises via the disconnection approach. For the evaluation of the practicals, the following categories and attitudes are quoted: reports, answer to questions during the exercises, preparation, performance in the laboratory, including correct experimental setup, cleanliness and organisation. Students who are illegitimately absent cannot retake the practical exercises and are quoted pro rata the amount of missed exercises. Students who were illegitimately absent on two practical sessions are excluded from the exam. There is no possibility to redo the practical exercises in the 2nd examination session (August/September).

Toegestane onvoldoende
Kijk in het aanvullend OER van je faculteit na of een toegestane onvoldoende mogelijk is voor dit opleidingsonderdeel.

Academische context

Deze aanbieding maakt deel uit van de volgende studieplannen:
Bachelor in de bio-ingenieurswetenschappen: Standaard traject