Prerequisites for Module
Students must be familiar with introductory courses in biological (AS1002), aliphatic, aromatic chemistry and the mechanistic concepts (AS2032) used to interpret organic reactions or their equivalent
Corequisite Modules
Refer to Definitive Course Document.
Precluded Modules
Refer to Definitive Course Document.
Aims of Module
To enable students to systematise and extend their knowledge and understanding of carbon-carbon bond forming reactions and functional group manipulations and apply these in synthesis.
Learning Outcomes for Module
On completion of this module, students are expected to be able to:
| 1. |
Devise ways in which nucleophilic carbon can be generated and show how these nucleophilic carbon species can be used in forming new carbon-carbon bonds.
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| 2. |
Describe ways in which electrophilic carbon can be generated and used to form new carbon-carbon bonds.
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| 3. |
Devise synthesis for given target molecules and propose appropriate reagents/conditions for changing functional groups mainly in the context of oxidation and reduction.
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| 4. |
Apply appropriate reactions in the synthesis of a variety of drugs/biologically active compounds.
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| 5. |
Examine the use of enzymes to effect organic reactions and recognise the mechanisms of these reactions.
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Indicative Module Content
Review of principles involved in planning synthesis, disconnections, retrosynthesis synthons. Formation of carbon-carbon bonds using nucleophilic carbon species from organo-metallic and organo-phosphorous reagents and enolate anions. Formation of carbon-carbon bonds using electrophilic carbon species, alkylation, acylation, oxymercuration and hydroboration. Oxidation, reduction, cycloaddition reaction and rearrangement reactions. Regio and stereo specific control of organic reactions. Synthesis of amphetamine, barbiturate, aspirin, codeine, heroin and other related drugs. Biotransformation in organic sythesis: reactivity and properties of a selection of enzymes such as oxido-reductase, hydrolase, lyase in many regio and stereo control reactions.
| Indicative Student Workload
Contact Hours
| Full Time | Lectures
| 39 | Tutorials/Seminars
| 11 | Assessments
| 3 |
Directed Study
| | Directed Study
| 48 |
Private Study
| | Private Study
| 49 |
Mode of Delivery
This is a lecture based course supplemented with tutorial sessions.
Assessment Plan
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Learning Outcomes Assessed
| | Component 1 | 1,2,3,4,5
| | Component 2 | 1,2
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Component 2 is a Problem Solving Class Exercise (1 Hour)
Component 1 is a 2 hour Formal Examination (attempt 3 questions from 4)
Indicative Bibliography
| 1. | McMurry, John. 2008. Organic Chemistry. 7th ed:Brooks/Cole.
| | 2. | FESSENDEN, R.J. AND FESSENDEN, J.S., 1999. Organic Chemistry. 6th ed: Brooks Cole.
| | 3. | Loudon, G Marc, 2002. Organic chemistry. Oxford University Press.
| | 4. | Solomons, TWG. Organic Chemistry, 2008, 9th Ed, Wiley
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