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2019/20 Undergraduate Module Catalogue

CHEM3180 Organic Synthesis

10 creditsClass Size: 180

Module manager: Dr S L Warriner
Email: s.l.warriner@leeds.ac.uk

Taught: Semester 1 View Timetable

Year running 2019/20

Pre-requisite qualifications

Level 2 in Chemistry or Level 2 in Joint Honours (Science) with Chemistry or equivalent.

Pre-requisites

CHEM2141Introduction to Organic Synthesis
CHEM2241Organic Structure and Mechanism

Module replaces

CHEM3160 Synthesis and Spectroscopy

This module is not approved as a discovery module

Objectives

On completion of this module, students should:
- Be able to understand and apply more advanced concepts in selective organic synthesis and its application in industrially related areas. Specifically the module will enable students to:
- be familiar with important methods for the selective creation of carbon-carbon bonds using enolate equivalents and organometallic including organo palladium and organo lithium chemistry;
- be familiar with approaches to create 1,2, and 1,4 dioxygenation patterns and appreciate their importance to retrosynthetic analysis;
- be familiar with the use of protecting groups to enable efficient and selective syntheses.
- understand the importance of heterocyclic compounds and be capable of devising methods for synthesis of a variety of heterocycles by either ring synthesis or substitution reactions;
- be able to apply the concepts learnt to the synthesis of important molecules with particular emphasis on industrially important compounds, including modern materials, pharmaceuticals, crop protection agents, dyestuffs, and flavour and aroma agents.

Learning outcomes
- Understanding of the principles which control the selective reaction of enolates and their equivalents and organometallic reagents.
- Capability to explain, from a mechanistic basis, the selectivity of reactions using the principles described.
- The ability to plan and propose synthetic routes to unseen target molecules using the chemistry discussed.
- Understanding of the structure and bonding within heterocycles and how this controls heterocyclic properties.
- Knowledge of a variety of strategies for the synthesis and functionalization of different heterocyclic classes and the ability to propose syntheses of unseen examples.
- The capability to explain the variety of heterocyclic chemistry at a mechanistic level.
- An understanding of the impact of heterocyclic chemistry in key industrial applications.


Syllabus

- Preparation and use of stable enolate equivalents, including silyl enol ethers.
- Important orgnometallic reagents in synthesis including palladium-catalysed cross coupling reactions and organolithium reagents.
- Development of efficient synthetic strategies: approaches to the synthesis of 1,3/1,5 and 1,2/1,4 difuntionalised molecules respectively, use of protecting groups in synthesis.
- Properties of heterocycles, acid and basic properties.
- Synthesis of aromatic and non-aromatic heterocycles.
- Substitution reactions of pyridines, including methods used to activate pyridines to electrophilic attack.
- synthesis, reactions, and applications of 5-membered ring aromatic heterocycles inclusing pyrroles, furans and thiophenes.
- Synthesis and functionalization of indoles.

Teaching methods

Delivery typeNumberLength hoursStudent hours
Lecture201.0020.00
Tutorial21.002.00
Private study hours78.00
Total Contact hours22.00
Total hours (100hr per 10 credits)100.00

Private study

48 hours - reading for lectures and workshops
10 hours - preparation of written work for tutorials
20 hours - preparation for examinations.

Opportunities for Formative Feedback

Progress monitored by lecture attendance, contributions in tutorials, tutorial work.

Methods of assessment


Coursework
Assessment typeNotes% of formal assessment
Tutorial PerformanceAssessed tutorial work12.00
Total percentage (Assessment Coursework)12.00

Normally resits will be assessed by the same methodology as the first attempt, unless otherwise stated


Exams
Exam typeExam duration% of formal assessment
Standard exam (closed essays, MCQs etc)2 hr 00 mins88.00
Total percentage (Assessment Exams)88.00

Normally resits will be assessed by the same methodology as the first attempt, unless otherwise stated

Reading list

There is no reading list for this module

Last updated: 05/10/2018

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