Course content

The subject covers principals, reaction types, reagents and mechanism for preparation of organic molecules with applications in health and material sciences. Details: Reagent selection, reaction mechanisms, pKa and choice of base, solvent effects, alkylation of carbonyl compounds, nitriles, nitro-compounds, imines and enamines, metal enolates, enol ethers, kinetic and thermodynamic control, modern Aldol type reactions, condensation reactions with carbonyl compounds, alkenes from carbonyl compounds, phosphorus ylides, phosphonate anions, sulphur ylides and their reactivity, conjugated addition. Transformation of functional groups by substitution reactions, protecting groups, electrophilic addition to C-C double and triple bonds, hydroboration, reactions with organoboranes, reduction of carbonyl, C-C double and triple bonds, hydrogenation, hydride reductions. Pericyclic reactions: cycloadditions, sigmaotroptic rearrangements, electrocyclic reactions, group transfer reactions, frontier molecular orbital theory. Introduction to retro synthesis

Learning outcome

Upon completion of the coarse the student should within the framework of the coarse content:
- Be able to plan the synthesis of advanced organic molecules with respect to reagents and reaction conditions.
- Should know and be able to explain reaction mechanisms.
- Should be able to identify major by-products in reactions.
- Be able to use frontier molecular orbital theory to predict the outcome of pericyclic reactions.
- Be able to name important reactions.
- Should understand how functional groups affect electron density, properties and reactivity in organic compounds.
- Should be able to estimate the pKa values for carboxylic acids, amines, alcohols and ketones in the presence of various functionalities.
- Have awareness of the effects reaction conditions might have on health environment and safety.
- Understand the retro synthetic principal.

Learning methods and activities

Lectures and exercises. If there is a re-sit examination, the examination form may be changed from written to oral.

Recommended previous knowledge

Basic knowledge in organic chemistry corresponding to TKJ4102/kj1020 and KJ1020.

Course materials

1. Carey and Sundberg; Advanced Organic Chemistry, B. 5.ed. Carey and Sundberg; Advanced Organic Chemistry, A. 5.ed.
2. Theoretical exercises
3. Compendia from lecturer

Credit reductions