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Module Specifications

Current Academic Year 2012 - 2013
Please note that this information is subject to change.

Module Title Advanced Topics in Organic Chemistry
Module Code CS405
School School of Chemical Sciences
Online Module Resources

Module Co-ordinatorSemester 1: Nick Gathergood
Semester 2: Nick Gathergood
Autumn: Nick Gathergood
NFQ level 8 Credit Rating 5
Pre-requisite None
Co-requisite None
Compatibles None
Incompatibles None
Description
The entire module aims to introduce the student to the physical and mechanistic detail of modern chemistry. Particular emphasis is placed on orbital interaction and three dimensional awareness. Stereoselective catalytic methods illustrate the concepts introduced.

Learning Outcomes
1. Complete understanding of how reactions are highly dependent on electronic and steric factors.
2. To conceive basic synthetic pathways for simple molecules, both achiral and chiral
3. To appreciate the benefits of catalytic asymmetric methods
4. Determine and describe the steps of a catalytic cycle and enantioinduction.



Workload Full-time hours per semester
Type Hours Description
Lecture36No Description
Independent learning89No Description
Total Workload: 125

All module information is indicative and subject to change. For further information,students are advised to refer to the University's Marks and Standards and Programme Specific Regulations at: http://www.dcu.ie/registry/examinations/index.shtml

Indicative Content and Learning Activities
Retrosynthetic Analysis.
Definitions, 1-group C-X, 2 group C-X and non-obvious disconnection's, organosilicons, organoseleniums,organoborons, organolithiums and organocuprates. Oxidation and reduction..

Catalytic Asymmetricsynthesis.
Introduction: Background, methods, definitions of stereoselective terms, measures ofstereoselectivity. Part A: Catalytic asymmetric hydrogenation, hydrosilylation, carbometallations, oxidation(epoxidation and dihydroxylation), Part B: Catalytic asymmetric C-C bond forming reactions (Aldol, Michael,Mannich, Henry, Friedel-Crafts, Allylic alkylation, Cross-coupling and Heck).

Pericylicreactions.
Electrocyclic reactions, conservation of orbital symmetry, con rotation and dis rotation, orbitalcorrelation diagrams, frontier orbited approach, aromatic transition state approach, cyclo addition reactions,suprafacial and antarafacial approach, regio selectivity, 1, 3-dipolar cyclo additions, sigmatropicrearrangements. Asymmetric cycloaddition reactions.

Organic photochemistry.
photochemistrySinglet and triplet excitedstates; Jablonski diagram; sensitisation and quenching, quantum yield, excited state reactions of thecarbon-carbon and carbon-oxygen double bonds, synthesis and mechanism..

Assessment Breakdown
Continuous Assessment0% Examination Weight100%
Course Work Breakdown
TypeDescription% of totalAssessment Date
Reassessment Requirement
Resit arrangements are explained by the following categories;
1 = A resit is available for all components of the module
2 = No resit is available for 100% continuous assessment module
3 = No resit is available for the continuous assessment component
This module is category 1
Indicative Reading List
  • Wiley: 0, Essential:N.S. Isaac (2nd ed.) Physical Organic Chemistry, Wiley, P. Sykes. A Guide book to Mechanism in Organic Chemistry.S.W. Warren, Designing Organic Synthesis (Wiley), R.A. Aitken and S.N. Kilney, Asymmetric Synthesis.Supplementary:H. Maskill, The Ph,
Other Resources
None
Array
Programme or List of Programmes
ACBSc in Chemical and Pharmaceutical Sc.
BSSAStudy Abroad (DCU Business School)
BSSAOStudy Abroad (DCU Business School)
ECSAStudy Abroad (Engineering & Computing)
ECSAOStudy Abroad (Engineering & Computing)
HMSAStudy Abroad (Humanities & Soc Science)
HMSAOStudy Abroad (Humanities & Soc Science)
SHSAStudy Abroad (Science & Health)
SHSAOStudy Abroad (Science & Health)
Timetable this semester: Timetable for CS405
Date of Last Revision27-JAN-09
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