The module is available to all students on the above programmes and is offered to suitably qualified occasional students. For the latter, enrolment is determined on a case-by-case basis using academic transcripts.
Contact Hours
Lecture-30 hours
Practical Classes and workshops-3 hours Total: 33 hours
Exclusions
Description
This level 3 module utilises the principles and concepts developed through pre-requisite modules (Synthesis and Mechanism I and II). The module covers aspects of synthetic organic chemistry (organic functional group transformations), applied frontier molecular orbital theory and stereoelectronic effects (pericyclic reactions; anomeric effect; Baldwin's rules).
Learning Outcomes
By the end of the module students should be able to:
Demonstrate an understanding of the (advanced) principles and concepts associated with the material delivered in each area;
Apply their acquired knowledge to the solution of relevant problems;
Construct molecular orbitals of radical and anionic species;
Understand and explain the terms HOMO, LUMO and SOMO;
Construct a transition state geometry for a cycloaddition reaction using the appropriate FMOs;
Construct a transition state geometry for an electrotrocyclic reaction using the appropriate FMOs from the transition states geometries predict stereochemical outcomes of the reactions;
Compare and contrast the different product outcomes of thermally and photochemically induced pericyclic reactions, by the construction of appropriate transition state geometries;
Understand the conformations of simple cyclic and acyclic molecules;
Understand and analyse the reactions of simple cyclohexanes and cyclohexanones;
Analyse and predict the stereochemical outcomes in reactions of chiral allylic compounds;
Understand the concept of atropisomerism;
Appreciate the significance of stereoelectronic effects in simple saturated and unsaturated systems, especially gycosides;
Use conformational models (e.g. Felkin-Ahn or chelation control) to explain or predict the stereochemical outcomes of addition reactions to acyclic chiral carbonyl compounds;
Analyse fragmentation and rearrangement reactions in terms of bond reorganisations under stereoelectronic control;
Understand and apply Baldwin's rules as guidelines for ring formation;
Understand the reactivity of main-group compounds and be able to rationalise stereo- and regioselectivities using steric, electronic and stereoelectronic arguments;
Appreciate the use of main-group elements in synthetic transformations;
Use different routes for carrying out the same synthetic transformation;
Understand the similarities and the differences between different reactions and know which process to use in a given situation;
Use a variety of drawing representations for rationalising the stereochemical outcome of reactions.
Formal Written Unseen Examination - 100% An end of session examination contributes 100% to the overall module mark. The examination is 2 hours in duration and is closed book. The exam assessment for this module is linked to the module title: Organic Chemistry II (03 10854) Reassessment: No opportunity for reassessment