Module overview
Linked modules
Pre-requisite(s): CHEM2028 and (CHEM2035 or CHEM3053 or NATS2004)
Aims and Objectives
Learning Outcomes
Knowledge and Understanding
Having successfully completed this module, you will be able to demonstrate knowledge and understanding of:
- Design synthetic procedures to make aromatic molecules including heterocycles.
- Explain the structure and bonding of benzene, and the structure and reactivity of heterocycles.
- Use disconnections to design effective organic synthesis of molecules using a range of known reaction types.
- Apply a range of standard functional group interconversions and functional group additions to enable viable disconnections.
Subject Specific Practical Skills
Having successfully completed this module you will be able to:
- Meet the learning outcomes of a co-requisite practical module.
Syllabus
Retrosynthetic Analysis and the Disconnection Approach: Functional Group Interconversions; Synthesis of amines; Timing of disconnections in synthesis of aromatic compounds; Protecting groups; Functional Group Additions; Ester and ketone alkylation, malonate and acetoacetate chemistry; Decarboxylations; 1,3-, 1,5-, 1,4-, 1,2-disconnections; Alkene formation. Wittig reactions, alkyne reductions (synthetic applications of acetylenes)
Ring formation methods: Dieckmann condensation; Birch reduction of aromatic rings, Robinson annelation; pinacol and acyloin couplings.
Aromaticity and the Chemistry of Aromatic Heterocycles: Structure and bonding in benzene and COT; Introduction to aromatic heterocycles - importance, reactivity, ring-synthesis; Pyrrole, furan, thiophene, pyrazolones, azlactones, indole, benzofuran, imidazole, oxazole, thiazole, pyridine, pyridinium, quinoline, isoquinoline.
Learning and Teaching
Teaching and learning methods
Lectures, small group tutorials and laboratory sessions.
| Type | Hours |
|---|---|
| Assessment tasks | 20 |
| Preparation for scheduled sessions | 10 |
| Lecture | 24 |
| Practical | 30 |
| Wider reading or practice | 10 |
| Revision | 50 |
| Tutorial | 6 |
| Total study time | 150 |
Resources & Reading list
Textbooks
J. Clayden, N. Greeves, S. Warren (2012). Organic Chemistry.
Assessment
Assessment strategy
Final exam, tutorials and laboratory marks. The latter are accumulated under the co-requisite lab module.
Summative
This is how we’ll formally assess what you have learned in this module.
| Method | Percentage contribution |
|---|---|
| Assessed Tutorials | 10% |
| Examination | 60% |
| Laboratory practicals | 30% |
Repeat Information
Repeat type: Internal & External