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MChem Chemistry with Industrial Experience / Course details

Year of entry: 2024

Course unit details:
Core Chemistry 1 (Distance Learning)

Course unit fact file
Unit code CHEM31411
Credit rating 10
Unit level Level 3
Teaching period(s) Semester 1
Offered by Department of Chemistry
Available as a free choice unit? No

Overview

This course unit detail provides the framework for delivery in 21/22 and may be subject to change due to any additional Covid-19 impact.  

Stereoselective Synthesis (Dr Nathan Owston, 8 lectures)

Diastereoselectivity in ring systems and acyclic systems: conformational analysis and models

Asymmetric synthesis: Chiral pool, auxiliaries, chiral reagents, catalysis, resolution.

Stereoselective reactions in modern organic synthesis

 

Reactive Intermediates (Dr Roger Whitehead, 8 lectures)

Introduction to Reactive Intermediates

What are radicals, carbenes, nitrenes, arynes?

Carbon-centred radicals structure and generation

Traditional and modern synthetic applications of C-centred radicals

 

Pericyclic Reactions (Dr Daniele Leonori, 8 lectures)

Introduction to pericyclic reactions • Thermal cycloaddition reactions: Diels-Alder and dipolar cycloadditions – Molecular orbital analysis and stereochemical analysis

Photochemical cycloaddition reactions – Molecular orbital analysis and stereochemical analysis

Electrocyclic reactions stereochemistry of ring-opening and ring-closing – Molecular orbital analysis and stereochemical analysis

• Sigmatropic rearrangements Cope and Claisen rearrangements – Molecular orbital analysis and stereochemical analysis

 

 

Aims

The unit aims to develop further understanding of synthetic and mechanistic organic chemistry with emphasis on reactive intermediates and elements of stereochemistry.

 

Learning outcomes

On successful completion of the course students should be able to:

Apply knowledge of molecular structure, reactivity and stereochemistry to both rationalise and predict the stereochemical outcome of chemical reactions

Evaluate and propose strategies for the synthesis of complex molecules which include stereoselective reactions.

Describe the various types of reactive intermediates that are of importance in organic chemistry and explain the physical properties and chemical reactivity of such species;

Describe the factors that influence the structure, stability and reactivity of different radical species and explain the outcome of important reaction processes;

Describe the various reaction types undergone by synthetically useful free radicals;

Predict and rationalise the outcome of unseen transformations involving reactive intermediates;

Understand the fundamental of molecular orbital analysis in pericyclic reactions;

Be able to rationalise the stereochemical outcome of pericyclic reactions;

 

Teaching and learning methods

 This distance learning version of CHEM30412 is supported by online materials which students are invited to work through in their own time. Tutorial problem sheets will be made available for each section of the course, to aid learning and understanding.

Transferable skills and personal qualities

Enhance transferable skills in the areas of problem solving and analysis

 

Assessment methods

Method Weight
Written exam 100%

Feedback methods

 

 

Recommended reading

• C.J.Moody and G.H.Whitham, Reactive Intermediates (An Oxford Chemistry Primer) ISBN: 978-0-198-55672-5

• A.F.Parsons, An Introduction to Free Radical Chemistry (Wiley-Blackwell, 2000) ISBN: 978-0-632-05292-9

• J. Clayden, N. Greeves, S. Warren and P. Wothers, Organic Chemistry (Oxford University Press, 2001) ISBN 0198503466  (Chapters 35 and 36).

• J. Clayden, N. Greeves and S. Warren, Organic Chemistry 2nd edition (Oxford University Press, 2012) ISBN 0199270295  (Chapters 34 and 35).

• I. Fleming, Pericyclic Reactions (Oxford Chemistry Primer, 2nd Edition) (Oxford University Press, 2015)  ISBN 0199680900 (affordable, thorough guidebook).

• I. Fleming, Molecular Orbitals and Organic Chemical Reactions: Student Edition (Wiley-Blackwell, 2009)  ISBN 0470746599 (a comprehensive reference text).

• G. Procter,  Stereoselectivity in Organic Synthesis (Oxford Chemistry Primers) (Oxford University Press, 1998) ISBN 978-0198559573.

• Access to a set of Orbit molecular models is essential.

 

Study hours

Scheduled activity hours
Assessment written exam 2
Lectures 24
Practical classes & workshops 2
Tutorials 3
Independent study hours
Independent study 69

Teaching staff

Staff member Role
Daniele Leonori Unit coordinator

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