PH2S109 - Synthetic Organic and Heterocyclic Chemistry 01 Aug 2023 - 31 Jul 2029 | Version 1
Associated Module Information
| Module Code: | PH2S109 | ||
|---|---|---|---|
| Module Title: | Synthetic Organic and Heterocyclic Chemistry | ||
| Faculty: | Faculty of Computing, Engineering and Science | ||
| Faculty Group: | Applied Sciences | ||
| Faculty Sub Group: | Chemistry and Pharmaceutical Science | ||
| Module Leader: | Rehana Karim | ||
| Module Team: | Rehana Karim | ||
| First Intended Intake: | SEP 2028 | Final Year of Intake: | 2028 |
| Date Closed: | |||
| Credit Value: | 20 | Credit Level: | 5 |
| Language: | English | ||
| Percentage of Module Taught in Welsh: | 0 | ||
| Equivalent Module: | |||
| HECOS codes: | 100422 - organic chemistry | 100423 - pharmaceutical chemistry | |
| HECOS Code Weighting: | 90 | 10 | |
Document Version Information
| Version | 1 |
|---|---|
| Valid From | 01 Aug 2023 |
| Valid To | 31 Jul 2029 |
Module Aims
- To extend the students' knowledge of synthetic transformations and to provide the student with an appreciation of the strategy in organic synthesis.
- To enable students to use retrosynthetic analysis and suitable synthetic strategies for the research and development of drugs and compounds of commercial value.
- To provide a comprehensive introduction to aromatic heterocycles and also enable students to understand the related reactivity, synthesis and applications.
Content Summary
The Chemistry of Carbonyl Compounds:
Review of structure, bonding and nomenclature of the carbonyl functionality containing compounds (aldehydes/ketones/carboxylic acids/acid chlorides, anhydrides/esters/amide and nitriles). Overview of organic reactions involving carbonyl compounds and various reagents such as Grignard, Gillman reagents and a variety of reducing and oxidizing agents.
Overview of acyl substitution (NAS), nucleophilic addition reactions of carbonyl compounds, acetals formation reactions of aldehydes/ketones and their use as protecting groups, ylides formation and the Wittig reaction.
The carboxylic acids and their derivatives: reactivity, synthesis and preparation of derivatives via Fischer esterification reaction etc.
Rationalisation of the approaches adopted in planning the synthesis of organic compounds. Introduction to some interesting carbon-carbon bond forming reactions and functional group interconversions. The devising of plans/strategies for the synthesis of small organic molecules, drugs and compounds of commercial interest through retrosynthetic analysis of a target.
Introduction to Heterocyclic Chemistry:
Introduction - General nature of heterocyclic compounds and aromatic heterocycles. Heterocyclic structures in natural compounds. Recap of benzene - structure and reactivity.
Review of aldol, Michael addition, imine and enamine formation reactions.
Reactivity of p -excessive heteroaromatics - Electronic structure and effect on reactivity. Electrophilic (and nucleophilic) substitution reactions of a range of heterocyclic compounds such as pyrroles, indoles, furans, thiophenes, and azoles. Reactivity of selected functionalised derivatives.
Reactivity of p -deficient heteroaromatics - Electronic structure and effect on reactivity. Electrophilic and nucleophilic substitution reactions of selected heterocyclic compounds. Reactions of pyridines, and their benzo- fused analogues. Reactions at the heteroatoms of aromatic heterocyclic structures of interest. Reactivity of N-oxides and some functionalised derivatives.
Learning and Teaching Methods
| Activity Type | Hours |
|---|---|
| Lecture | 18 |
| Seminar | 18 |
| Practical classes and workshops | 12 |
| Independent Study | 70 |
| Directed Study | 82 |
| Total Hours Selected | 200 |
Learning Outcomes
| # | Learning Outcome |
|---|---|
| LO1 | Rationalise the outcomes of a variety of organic reactions and utilise the knowledge of synthetic strategies/reagents to plan/design a good organic synthesis. |
| LO2 | Critically evaluate strategies for the synthesis of a wide range of aromatic heterocyclic compounds and utilise technical and theoretical skills to carry out research/laboratory work safely. |
Module Requisites
| Code | Title | Requisite Type |
|---|---|---|
| MOD013087 | Organic Molecules: their Structure, Reactivity and Analysis | pre-requisite |
Assessment Criteria
| Assessment Category | Assessment Type | Description | Duration | Word Count | Weight (%) | Best of? | Pass Mark |
|---|---|---|---|---|---|---|---|
| Synchronous Onsite Practical Assessment | Practical Coursework (Onsite) 1 | Exercises undertaken in class or in laboratory aimed at assessing the application of knowledge, analytical, problem-solving or evaluative skills. | 0 | N/A | 50 | No | 40 |
| Asynchronous Assessment | Report 1 | Written assignment on a range of topics such as organic synthesis, heterocyclic chemistry and retrosynthetic analysis. | 0 | 2000 | 50 | No | 40 |
Assessment Matrix
| Assessment Type | Learning Outcomes | ||
|---|---|---|---|
| LO1 | LO2 | ||
| Practical Coursework (Onsite) 1 | ✔ | ✔ | |
| Report 1 | ✔ | ✔ | |