ADVANCED ORGANIC SYNTHESIS - 2020/1
Module code: CHEM036
Organic chemistry research is dominated by synthesis and this is very much the underlying concept of this module, although the indispensable mechanistic aspects that underpin synthesis are prominent. There is much emphasis on strategy and critical analysis of work that is at the forefront of the topic and the application of the knowledge to real-world examples.
MULHOLLAND Dulcie (Chemistry)
Number of Credits: 15
ECTS Credits: 7.5
Framework: FHEQ Level 7
Module cap (Maximum number of students): N/A
Overall student workload
Independent Learning Hours: 118
Lecture Hours: 26
Practical/Performance Hours: 6
Prerequisites / Co-requisites
Indicative content includes:
• Revision of organic reactions: Revision of mechanisms
• Retrosynthetic Analysis: Terms, definitions and basic concepts; retrosynthetic analysis: aromatic compounds; retrosynthetic Analysis: alcohols and carbonyl compounds; retrosynthetic analysis: 1,2, 1,3, 1,4 and 1,5 dicarbonyl compounds; -unsaturated and 1,3 dihydroxy compounds; retrosynthetic analysis: carbocyclic and heterocyclic; compounds
• Modern reactions: Polar reactions in synthesis, radical reactions in synthesis, pericyclic reactions in synthesis, asymmetric synthesis – an introduction
• Catalytic reactions in organic chemistry: Concept of catalysis. Mechanistic implications: creating a catalytic cycle. Reactions using metal catalysis; palladium-catalysed cross-coupling reactions: Heck, Sonogashira, Stille and Suzuki reactions; Pauson-Khand reaction. Small organic molecules as catalysts: BaylisHillman reaction; olefin metathesis
• Multicomponent reactions: Solid-phase synthesis and combinatorial chemistry
• Asymmetric Synthesis: enantioselectivity: definitions and overview, chiral induction, chiral reagents and auxiliaries in organic synthesis, chiral catalysts in organic synthesis, the Sharpless asymmetric dihydroxylation reaction
Literature report and presentation (2 x 3 h). Students are given an important synthesis paper and are required to write a short article explaining the underlying chemistry and the strategic aspects; they also present a short lecture on the topic, AND are required to attend and participate in all presentations
|Assessment type||Unit of assessment||Weighting|
|Coursework||Coursework comprising: problem-solving sheet||15|
|Oral exam or presentation||Literature report and literature class presentation||15|
|Examination||Examination (2 hours)||70|
Normally none, but a presentation to staff may replace the literature class presentation (7.5%) in cases of extenuating circumstances.
The assessment strategy is designed to provide students with the opportunity to demonstrate achievement of learning outcomes:
• Examination and coursework: Application of knowledge to problems in advanced organic chemistry [LOs 1, 2, 3, 5]
• Report and Presentation: Ability to critically analyse the latest discoveries (report and presentation CW) [LOs 4, 6]
Thus, the summative assessment for this module consists of:
• Coursework: Problem solving on aspects of the course (15%) [LOs assessed 1, 2, 3, 5]
• Report and presentation: Current advances in Organic Chemistry (15%,) [LOs 4, 6]
• Examination: 50%, closed book [LOs assessed 1, 2, 3, 5]
Formative assessment is in the form of in-class exercises, practice problems, on-line (SurreyLearn) tutorials, worked examples and worked problems.
Feedback is provided optionally on the formative practice problems, exercises and tutorials. Coursework is marked and returned with feedback in time for the revision period. Limited formative feedback is provided on request for the report.
- • provide students with the appropriate advanced material in organic chemistry in a way that allows them to solve unfamiliar problems in synthesis, and to apply critical analysis to new and existing knowledge
- • equip the student to undertake a programme of research in organic chemistry.
|001||Demonstrate a comprehensive understanding of modern advanced organic reactions (including their scope), especially the more abstracts aspects (chirality, combinatorial)||K|
|002||Predict chemo-, regio- and stereo-selectivity in given reactions||K|
|003||Critique and select from several viable synthetic approaches to target compounds||KC|
|004||Discuss with critical analysis and report on literature advances in organic chemistry||KCT|
|005||Show originality in the approach to solving specific problems in synthesis||KCPT|
|006||Review, assess and demonstrate critical thinking, and develop report writing and presentation skills||T|
C - Cognitive/analytical
K - Subject knowledge
T - Transferable skills
P - Professional/Practical skills
Methods of Teaching / Learning
The learning and teaching strategy is designed to:
• give the student not just an advanced knowledge base, but the analytical and problem-solving skills appropriate to independent research in modern organic chemistry.
The learning and teaching methods include:
• Lectures (~2-3 per week x 11)
• Problem-solving CW based on the lectures (18 h over 8 weeks)
• Investigative self-study (assessed report and preparation for presentation) (18 h over 8 weeks)
• General self-study
Indicated Lecture Hours (which may also include seminars, tutorials, workshops and other contact time) are approximate and may include in-class tests where one or more of these are an assessment on the module. In-class tests are scheduled/organised separately to taught content and will be published on to student personal timetables, where they apply to taken modules, as soon as they are finalised by central administration. This will usually be after the initial publication of the teaching timetable for the relevant semester.
Upon accessing the reading list, please search for the module using the module code: CHEM036
Programmes this module appears in
|Medicinal Chemistry MChem||1||Compulsory||A weighted aggregate mark of 50% is required to pass the module|
Please note that the information detailed within this record is accurate at the time of publishing and may be subject to change. This record contains information for the most up to date version of the programme / module for the 2020/1 academic year.